diff --git a/crates/red_knot_project/tests/check.rs b/crates/red_knot_project/tests/check.rs
index 091908cf0c..276612c3d8 100644
--- a/crates/red_knot_project/tests/check.rs
+++ b/crates/red_knot_project/tests/check.rs
@@ -6,7 +6,9 @@ use ruff_db::parsed::parsed_module;
 use ruff_db::system::{SystemPath, SystemPathBuf, TestSystem};
 use ruff_python_ast::visitor::source_order;
 use ruff_python_ast::visitor::source_order::SourceOrderVisitor;
-use ruff_python_ast::{self as ast, Alias, Expr, Parameter, ParameterWithDefault, Stmt};
+use ruff_python_ast::{
+    self as ast, Alias, Comprehension, Expr, Parameter, ParameterWithDefault, Stmt,
+};
 
 fn setup_db(project_root: &SystemPath, system: TestSystem) -> anyhow::Result<ProjectDatabase> {
     let project = ProjectMetadata::discover(project_root, &system)?;
@@ -258,6 +260,14 @@ impl SourceOrderVisitor<'_> for PullTypesVisitor<'_> {
         source_order::walk_expr(self, expr);
     }
 
+    fn visit_comprehension(&mut self, comprehension: &Comprehension) {
+        self.visit_expr(&comprehension.iter);
+        self.visit_target(&comprehension.target);
+        for if_expr in &comprehension.ifs {
+            self.visit_expr(if_expr);
+        }
+    }
+
     fn visit_parameter(&mut self, parameter: &Parameter) {
         let _ty = parameter.inferred_type(&self.model);
 
diff --git a/crates/red_knot_python_semantic/resources/mdtest/attributes.md b/crates/red_knot_python_semantic/resources/mdtest/attributes.md
index 37f0961461..5077b0eb8f 100644
--- a/crates/red_knot_python_semantic/resources/mdtest/attributes.md
+++ b/crates/red_knot_python_semantic/resources/mdtest/attributes.md
@@ -397,15 +397,27 @@ class IntIterable:
     def __iter__(self) -> IntIterator:
         return IntIterator()
 
+class TupleIterator:
+    def __next__(self) -> tuple[int, str]:
+        return (1, "a")
+
+class TupleIterable:
+    def __iter__(self) -> TupleIterator:
+        return TupleIterator()
+
 class C:
     def __init__(self) -> None:
         [... for self.a in IntIterable()]
+        [... for (self.b, self.c) in TupleIterable()]
+        [... for self.d in IntIterable() for self.e in IntIterable()]
 
 c_instance = C()
 
-# TODO: Should be `Unknown | int`
-# error: [unresolved-attribute]
-reveal_type(c_instance.a)  # revealed: Unknown
+reveal_type(c_instance.a)  # revealed: Unknown | int
+reveal_type(c_instance.b)  # revealed: Unknown | int
+reveal_type(c_instance.c)  # revealed: Unknown | str
+reveal_type(c_instance.d)  # revealed: Unknown | int
+reveal_type(c_instance.e)  # revealed: Unknown | int
 ```
 
 #### Conditionally declared / bound attributes
diff --git a/crates/red_knot_python_semantic/resources/mdtest/unpacking.md b/crates/red_knot_python_semantic/resources/mdtest/unpacking.md
index 50a7a64388..6a0f375737 100644
--- a/crates/red_knot_python_semantic/resources/mdtest/unpacking.md
+++ b/crates/red_knot_python_semantic/resources/mdtest/unpacking.md
@@ -708,3 +708,95 @@ with ContextManager() as (a, b, c):
     reveal_type(b)  # revealed: Unknown
     reveal_type(c)  # revealed: Unknown
 ```
+
+## Comprehension
+
+Unpacking in a comprehension.
+
+### Same types
+
+```py
+def _(arg: tuple[tuple[int, int], tuple[int, int]]):
+    # revealed: tuple[int, int]
+    [reveal_type((a, b)) for a, b in arg]
+```
+
+### Mixed types (1)
+
+```py
+def _(arg: tuple[tuple[int, int], tuple[int, str]]):
+    # revealed: tuple[int, int | str]
+    [reveal_type((a, b)) for a, b in arg]
+```
+
+### Mixed types (2)
+
+```py
+def _(arg: tuple[tuple[int, str], tuple[str, int]]):
+    # revealed: tuple[int | str, str | int]
+    [reveal_type((a, b)) for a, b in arg]
+```
+
+### Mixed types (3)
+
+```py
+def _(arg: tuple[tuple[int, int, int], tuple[int, str, bytes], tuple[int, int, str]]):
+    # revealed: tuple[int, int | str, int | bytes | str]
+    [reveal_type((a, b, c)) for a, b, c in arg]
+```
+
+### Same literal values
+
+```py
+# revealed: tuple[Literal[1, 3], Literal[2, 4]]
+[reveal_type((a, b)) for a, b in ((1, 2), (3, 4))]
+```
+
+### Mixed literal values (1)
+
+```py
+# revealed: tuple[Literal[1, "a"], Literal[2, "b"]]
+[reveal_type((a, b)) for a, b in ((1, 2), ("a", "b"))]
+```
+
+### Mixed literals values (2)
+
+```py
+# error: "Object of type `Literal[1]` is not iterable"
+# error: "Object of type `Literal[2]` is not iterable"
+# error: "Object of type `Literal[4]` is not iterable"
+# error: [invalid-assignment] "Not enough values to unpack (expected 2, got 1)"
+# revealed: tuple[Unknown | Literal[3, 5], Unknown | Literal["a", "b"]]
+[reveal_type((a, b)) for a, b in (1, 2, (3, "a"), 4, (5, "b"), "c")]
+```
+
+### Custom iterator (1)
+
+```py
+class Iterator:
+    def __next__(self) -> tuple[int, int]:
+        return (1, 2)
+
+class Iterable:
+    def __iter__(self) -> Iterator:
+        return Iterator()
+
+# revealed: tuple[int, int]
+[reveal_type((a, b)) for a, b in Iterable()]
+```
+
+### Custom iterator (2)
+
+```py
+class Iterator:
+    def __next__(self) -> bytes:
+        return b""
+
+class Iterable:
+    def __iter__(self) -> Iterator:
+        return Iterator()
+
+def _(arg: tuple[tuple[int, str], Iterable]):
+    # revealed: tuple[int | bytes, str | bytes]
+    [reveal_type((a, b)) for a, b in arg]
+```
diff --git a/crates/red_knot_python_semantic/src/semantic_index.rs b/crates/red_knot_python_semantic/src/semantic_index.rs
index 7bcfa969fc..0af319bb63 100644
--- a/crates/red_knot_python_semantic/src/semantic_index.rs
+++ b/crates/red_knot_python_semantic/src/semantic_index.rs
@@ -940,7 +940,7 @@ def f(a: str, /, b: str, c: int = 1, *args, d: int = 2, **kwargs):
             panic!("expected generator definition")
         };
         let target = comprehension.target();
-        let name = target.id().as_str();
+        let name = target.as_name_expr().unwrap().id().as_str();
 
         assert_eq!(name, "x");
         assert_eq!(target.range(), TextRange::new(23.into(), 24.into()));
diff --git a/crates/red_knot_python_semantic/src/semantic_index/builder.rs b/crates/red_knot_python_semantic/src/semantic_index/builder.rs
index e1543428dc..8098c8789f 100644
--- a/crates/red_knot_python_semantic/src/semantic_index/builder.rs
+++ b/crates/red_knot_python_semantic/src/semantic_index/builder.rs
@@ -18,11 +18,12 @@ use crate::semantic_index::ast_ids::node_key::ExpressionNodeKey;
 use crate::semantic_index::ast_ids::AstIdsBuilder;
 use crate::semantic_index::definition::{
     AnnotatedAssignmentDefinitionKind, AnnotatedAssignmentDefinitionNodeRef,
-    AssignmentDefinitionKind, AssignmentDefinitionNodeRef, ComprehensionDefinitionNodeRef,
-    Definition, DefinitionCategory, DefinitionKind, DefinitionNodeKey, DefinitionNodeRef,
-    Definitions, ExceptHandlerDefinitionNodeRef, ForStmtDefinitionKind, ForStmtDefinitionNodeRef,
-    ImportDefinitionNodeRef, ImportFromDefinitionNodeRef, MatchPatternDefinitionNodeRef,
-    StarImportDefinitionNodeRef, TargetKind, WithItemDefinitionKind, WithItemDefinitionNodeRef,
+    AssignmentDefinitionKind, AssignmentDefinitionNodeRef, ComprehensionDefinitionKind,
+    ComprehensionDefinitionNodeRef, Definition, DefinitionCategory, DefinitionKind,
+    DefinitionNodeKey, DefinitionNodeRef, Definitions, ExceptHandlerDefinitionNodeRef,
+    ForStmtDefinitionKind, ForStmtDefinitionNodeRef, ImportDefinitionNodeRef,
+    ImportFromDefinitionNodeRef, MatchPatternDefinitionNodeRef, StarImportDefinitionNodeRef,
+    TargetKind, WithItemDefinitionKind, WithItemDefinitionNodeRef,
 };
 use crate::semantic_index::expression::{Expression, ExpressionKind};
 use crate::semantic_index::predicate::{
@@ -850,31 +851,35 @@ impl<'db> SemanticIndexBuilder<'db> {
 
         // The `iter` of the first generator is evaluated in the outer scope, while all subsequent
         // nodes are evaluated in the inner scope.
-        self.add_standalone_expression(&generator.iter);
+        let value = self.add_standalone_expression(&generator.iter);
         self.visit_expr(&generator.iter);
         self.push_scope(scope);
 
-        self.push_assignment(CurrentAssignment::Comprehension {
-            node: generator,
-            first: true,
-        });
-        self.visit_expr(&generator.target);
-        self.pop_assignment();
+        self.add_unpackable_assignment(
+            &Unpackable::Comprehension {
+                node: generator,
+                first: true,
+            },
+            &generator.target,
+            value,
+        );
 
         for expr in &generator.ifs {
             self.visit_expr(expr);
         }
 
         for generator in generators_iter {
-            self.add_standalone_expression(&generator.iter);
+            let value = self.add_standalone_expression(&generator.iter);
             self.visit_expr(&generator.iter);
 
-            self.push_assignment(CurrentAssignment::Comprehension {
-                node: generator,
-                first: false,
-            });
-            self.visit_expr(&generator.target);
-            self.pop_assignment();
+            self.add_unpackable_assignment(
+                &Unpackable::Comprehension {
+                    node: generator,
+                    first: false,
+                },
+                &generator.target,
+                value,
+            );
 
             for expr in &generator.ifs {
                 self.visit_expr(expr);
@@ -933,9 +938,30 @@ impl<'db> SemanticIndexBuilder<'db> {
 
         let current_assignment = match target {
             ast::Expr::List(_) | ast::Expr::Tuple(_) => {
+                if matches!(unpackable, Unpackable::Comprehension { .. }) {
+                    debug_assert_eq!(
+                        self.scopes[self.current_scope()].node().scope_kind(),
+                        ScopeKind::Comprehension
+                    );
+                }
+                // The first iterator of the comprehension is evaluated in the outer scope, while all subsequent
+                // nodes are evaluated in the inner scope.
+                // SAFETY: The current scope is the comprehension, and the comprehension scope must have a parent scope.
+                let value_file_scope =
+                    if let Unpackable::Comprehension { first: true, .. } = unpackable {
+                        self.scope_stack
+                            .iter()
+                            .rev()
+                            .nth(1)
+                            .expect("The comprehension scope must have a parent scope")
+                            .file_scope_id
+                    } else {
+                        self.current_scope()
+                    };
                 let unpack = Some(Unpack::new(
                     self.db,
                     self.file,
+                    value_file_scope,
                     self.current_scope(),
                     // SAFETY: `target` belongs to the `self.module` tree
                     #[allow(unsafe_code)]
@@ -1804,7 +1830,7 @@ where
         let node_key = NodeKey::from_node(expr);
 
         match expr {
-            ast::Expr::Name(name_node @ ast::ExprName { id, ctx, .. }) => {
+            ast::Expr::Name(ast::ExprName { id, ctx, .. }) => {
                 let (is_use, is_definition) = match (ctx, self.current_assignment()) {
                     (ast::ExprContext::Store, Some(CurrentAssignment::AugAssign(_))) => {
                         // For augmented assignment, the target expression is also used.
@@ -1867,12 +1893,17 @@ where
                             // implemented.
                             self.add_definition(symbol, named);
                         }
-                        Some(CurrentAssignment::Comprehension { node, first }) => {
+                        Some(CurrentAssignment::Comprehension {
+                            unpack,
+                            node,
+                            first,
+                        }) => {
                             self.add_definition(
                                 symbol,
                                 ComprehensionDefinitionNodeRef {
+                                    unpack,
                                     iterable: &node.iter,
-                                    target: name_node,
+                                    target: expr,
                                     first,
                                     is_async: node.is_async,
                                 },
@@ -2143,14 +2174,37 @@ where
                                 DefinitionKind::WithItem(assignment),
                             );
                         }
-                        Some(CurrentAssignment::Comprehension { .. }) => {
-                            // TODO:
+                        Some(CurrentAssignment::Comprehension {
+                            unpack,
+                            node,
+                            first,
+                        }) => {
+                            // SAFETY: `iter` and `expr` belong to the `self.module` tree
+                            #[allow(unsafe_code)]
+                            let assignment = ComprehensionDefinitionKind {
+                                target_kind: TargetKind::from(unpack),
+                                iterable: unsafe {
+                                    AstNodeRef::new(self.module.clone(), &node.iter)
+                                },
+                                target: unsafe { AstNodeRef::new(self.module.clone(), expr) },
+                                first,
+                                is_async: node.is_async,
+                            };
+                            // Temporarily move to the scope of the method to which the instance attribute is defined.
+                            // SAFETY: `self.scope_stack` is not empty because the targets in comprehensions should always introduce a new scope.
+                            let scope = self.scope_stack.pop().expect("The popped scope must be a comprehension, which must have a parent scope");
+                            self.register_attribute_assignment(
+                                object,
+                                attr,
+                                DefinitionKind::Comprehension(assignment),
+                            );
+                            self.scope_stack.push(scope);
                         }
                         Some(CurrentAssignment::AugAssign(_)) => {
                             // TODO:
                         }
                         Some(CurrentAssignment::Named(_)) => {
-                            // TODO:
+                            // A named expression whose target is an attribute is syntactically prohibited
                         }
                         None => {}
                     }
@@ -2244,6 +2298,7 @@ enum CurrentAssignment<'a> {
     Comprehension {
         node: &'a ast::Comprehension,
         first: bool,
+        unpack: Option<(UnpackPosition, Unpack<'a>)>,
     },
     WithItem {
         item: &'a ast::WithItem,
@@ -2257,11 +2312,9 @@ impl CurrentAssignment<'_> {
         match self {
             Self::Assign { unpack, .. }
             | Self::For { unpack, .. }
-            | Self::WithItem { unpack, .. } => unpack.as_mut().map(|(position, _)| position),
-            Self::AnnAssign(_)
-            | Self::AugAssign(_)
-            | Self::Named(_)
-            | Self::Comprehension { .. } => None,
+            | Self::WithItem { unpack, .. }
+            | Self::Comprehension { unpack, .. } => unpack.as_mut().map(|(position, _)| position),
+            Self::AnnAssign(_) | Self::AugAssign(_) | Self::Named(_) => None,
         }
     }
 }
@@ -2316,13 +2369,17 @@ enum Unpackable<'a> {
         item: &'a ast::WithItem,
         is_async: bool,
     },
+    Comprehension {
+        first: bool,
+        node: &'a ast::Comprehension,
+    },
 }
 
 impl<'a> Unpackable<'a> {
     const fn kind(&self) -> UnpackKind {
         match self {
             Unpackable::Assign(_) => UnpackKind::Assign,
-            Unpackable::For(_) => UnpackKind::Iterable,
+            Unpackable::For(_) | Unpackable::Comprehension { .. } => UnpackKind::Iterable,
             Unpackable::WithItem { .. } => UnpackKind::ContextManager,
         }
     }
@@ -2337,6 +2394,11 @@ impl<'a> Unpackable<'a> {
                 is_async: *is_async,
                 unpack,
             },
+            Unpackable::Comprehension { node, first } => CurrentAssignment::Comprehension {
+                node,
+                first: *first,
+                unpack,
+            },
         }
     }
 }
diff --git a/crates/red_knot_python_semantic/src/semantic_index/definition.rs b/crates/red_knot_python_semantic/src/semantic_index/definition.rs
index 9334ac6981..145e4b205a 100644
--- a/crates/red_knot_python_semantic/src/semantic_index/definition.rs
+++ b/crates/red_knot_python_semantic/src/semantic_index/definition.rs
@@ -281,8 +281,9 @@ pub(crate) struct ExceptHandlerDefinitionNodeRef<'a> {
 
 #[derive(Copy, Clone, Debug)]
 pub(crate) struct ComprehensionDefinitionNodeRef<'a> {
+    pub(crate) unpack: Option<(UnpackPosition, Unpack<'a>)>,
     pub(crate) iterable: &'a ast::Expr,
-    pub(crate) target: &'a ast::ExprName,
+    pub(crate) target: &'a ast::Expr,
     pub(crate) first: bool,
     pub(crate) is_async: bool,
 }
@@ -374,11 +375,13 @@ impl<'db> DefinitionNodeRef<'db> {
                 is_async,
             }),
             DefinitionNodeRef::Comprehension(ComprehensionDefinitionNodeRef {
+                unpack,
                 iterable,
                 target,
                 first,
                 is_async,
             }) => DefinitionKind::Comprehension(ComprehensionDefinitionKind {
+                target_kind: TargetKind::from(unpack),
                 iterable: AstNodeRef::new(parsed.clone(), iterable),
                 target: AstNodeRef::new(parsed, target),
                 first,
@@ -474,7 +477,9 @@ impl<'db> DefinitionNodeRef<'db> {
                 unpack: _,
                 is_async: _,
             }) => DefinitionNodeKey(NodeKey::from_node(target)),
-            Self::Comprehension(ComprehensionDefinitionNodeRef { target, .. }) => target.into(),
+            Self::Comprehension(ComprehensionDefinitionNodeRef { target, .. }) => {
+                DefinitionNodeKey(NodeKey::from_node(target))
+            }
             Self::VariadicPositionalParameter(node) => node.into(),
             Self::VariadicKeywordParameter(node) => node.into(),
             Self::Parameter(node) => node.into(),
@@ -550,7 +555,7 @@ pub enum DefinitionKind<'db> {
     AnnotatedAssignment(AnnotatedAssignmentDefinitionKind),
     AugmentedAssignment(AstNodeRef<ast::StmtAugAssign>),
     For(ForStmtDefinitionKind<'db>),
-    Comprehension(ComprehensionDefinitionKind),
+    Comprehension(ComprehensionDefinitionKind<'db>),
     VariadicPositionalParameter(AstNodeRef<ast::Parameter>),
     VariadicKeywordParameter(AstNodeRef<ast::Parameter>),
     Parameter(AstNodeRef<ast::ParameterWithDefault>),
@@ -749,19 +754,24 @@ impl MatchPatternDefinitionKind {
 }
 
 #[derive(Clone, Debug)]
-pub struct ComprehensionDefinitionKind {
-    iterable: AstNodeRef<ast::Expr>,
-    target: AstNodeRef<ast::ExprName>,
-    first: bool,
-    is_async: bool,
+pub struct ComprehensionDefinitionKind<'db> {
+    pub(super) target_kind: TargetKind<'db>,
+    pub(super) iterable: AstNodeRef<ast::Expr>,
+    pub(super) target: AstNodeRef<ast::Expr>,
+    pub(super) first: bool,
+    pub(super) is_async: bool,
 }
 
-impl ComprehensionDefinitionKind {
+impl<'db> ComprehensionDefinitionKind<'db> {
     pub(crate) fn iterable(&self) -> &ast::Expr {
         self.iterable.node()
     }
 
-    pub(crate) fn target(&self) -> &ast::ExprName {
+    pub(crate) fn target_kind(&self) -> TargetKind<'db> {
+        self.target_kind
+    }
+
+    pub(crate) fn target(&self) -> &ast::Expr {
         self.target.node()
     }
 
diff --git a/crates/red_knot_python_semantic/src/types/class.rs b/crates/red_knot_python_semantic/src/types/class.rs
index 2f57261650..8865a60950 100644
--- a/crates/red_knot_python_semantic/src/types/class.rs
+++ b/crates/red_knot_python_semantic/src/types/class.rs
@@ -1416,14 +1416,42 @@ impl<'db> ClassLiteralType<'db> {
                             }
                         }
                     }
-                    DefinitionKind::Comprehension(_) => {
-                        // TODO:
+                    DefinitionKind::Comprehension(comprehension) => {
+                        match comprehension.target_kind() {
+                            TargetKind::Sequence(_, unpack) => {
+                                // We found an unpacking assignment like:
+                                //
+                                //     [... for .., self.name, .. in <iterable>]
+
+                                let unpacked = infer_unpack_types(db, unpack);
+                                let target_ast_id = comprehension
+                                    .target()
+                                    .scoped_expression_id(db, unpack.target_scope(db));
+                                let inferred_ty = unpacked.expression_type(target_ast_id);
+
+                                union_of_inferred_types = union_of_inferred_types.add(inferred_ty);
+                            }
+                            TargetKind::NameOrAttribute => {
+                                // We found an attribute assignment like:
+                                //
+                                //     [... for self.name in <iterable>]
+
+                                let iterable_ty = infer_expression_type(
+                                    db,
+                                    index.expression(comprehension.iterable()),
+                                );
+                                // TODO: Potential diagnostics resulting from the iterable are currently not reported.
+                                let inferred_ty = iterable_ty.iterate(db);
+
+                                union_of_inferred_types = union_of_inferred_types.add(inferred_ty);
+                            }
+                        }
                     }
                     DefinitionKind::AugmentedAssignment(_) => {
                         // TODO:
                     }
                     DefinitionKind::NamedExpression(_) => {
-                        // TODO:
+                        // A named expression whose target is an attribute is syntactically prohibited
                     }
                     _ => {}
                 }
diff --git a/crates/red_knot_python_semantic/src/types/infer.rs b/crates/red_knot_python_semantic/src/types/infer.rs
index e8f4ac2c6e..125655fff9 100644
--- a/crates/red_knot_python_semantic/src/types/infer.rs
+++ b/crates/red_knot_python_semantic/src/types/infer.rs
@@ -49,9 +49,9 @@ use crate::module_resolver::resolve_module;
 use crate::node_key::NodeKey;
 use crate::semantic_index::ast_ids::{HasScopedExpressionId, HasScopedUseId, ScopedExpressionId};
 use crate::semantic_index::definition::{
-    AnnotatedAssignmentDefinitionKind, AssignmentDefinitionKind, Definition, DefinitionKind,
-    DefinitionNodeKey, ExceptHandlerDefinitionKind, ForStmtDefinitionKind, TargetKind,
-    WithItemDefinitionKind,
+    AnnotatedAssignmentDefinitionKind, AssignmentDefinitionKind, ComprehensionDefinitionKind,
+    Definition, DefinitionKind, DefinitionNodeKey, ExceptHandlerDefinitionKind,
+    ForStmtDefinitionKind, TargetKind, WithItemDefinitionKind,
 };
 use crate::semantic_index::expression::{Expression, ExpressionKind};
 use crate::semantic_index::symbol::{
@@ -306,7 +306,7 @@ pub(super) fn infer_unpack_types<'db>(db: &'db dyn Db, unpack: Unpack<'db>) -> U
     let _span =
         tracing::trace_span!("infer_unpack_types", range=?unpack.range(db), ?file).entered();
 
-    let mut unpacker = Unpacker::new(db, unpack.scope(db));
+    let mut unpacker = Unpacker::new(db, unpack.target_scope(db), unpack.value_scope(db));
     unpacker.unpack(unpack.target(db), unpack.value(db));
     unpacker.finish()
 }
@@ -946,13 +946,7 @@ impl<'db> TypeInferenceBuilder<'db> {
                 self.infer_named_expression_definition(named_expression.node(), definition);
             }
             DefinitionKind::Comprehension(comprehension) => {
-                self.infer_comprehension_definition(
-                    comprehension.iterable(),
-                    comprehension.target(),
-                    comprehension.is_first(),
-                    comprehension.is_async(),
-                    definition,
-                );
+                self.infer_comprehension_definition(comprehension, definition);
             }
             DefinitionKind::VariadicPositionalParameter(parameter) => {
                 self.infer_variadic_positional_parameter_definition(parameter, definition);
@@ -1937,11 +1931,13 @@ impl<'db> TypeInferenceBuilder<'db> {
         for item in items {
             let target = item.optional_vars.as_deref();
             if let Some(target) = target {
-                self.infer_target(target, &item.context_expr, |db, ctx_manager_ty| {
+                self.infer_target(target, &item.context_expr, |builder, context_expr| {
                     // TODO: `infer_with_statement_definition` reports a diagnostic if `ctx_manager_ty` isn't a context manager
                     //  but only if the target is a name. We should report a diagnostic here if the target isn't a name:
                     //  `with not_context_manager as a.x: ...
-                    ctx_manager_ty.enter(db)
+                    builder
+                        .infer_standalone_expression(context_expr)
+                        .enter(builder.db())
                 });
             } else {
                 // Call into the context expression inference to validate that it evaluates
@@ -2347,7 +2343,9 @@ impl<'db> TypeInferenceBuilder<'db> {
         } = assignment;
 
         for target in targets {
-            self.infer_target(target, value, |_, ty| ty);
+            self.infer_target(target, value, |builder, value_expr| {
+                builder.infer_standalone_expression(value_expr)
+            });
         }
     }
 
@@ -2357,23 +2355,16 @@ impl<'db> TypeInferenceBuilder<'db> {
     /// targets (unpacking). If `target` is an attribute expression, we check that the assignment
     /// is valid. For 'target's that are definitions, this check happens elsewhere.
     ///
-    /// The `to_assigned_ty` function is used to convert the inferred type of the `value` expression
-    /// to the type that is eventually assigned to the `target`.
-    ///
-    /// # Panics
-    ///
-    /// If the `value` is not a standalone expression.
-    fn infer_target<F>(&mut self, target: &ast::Expr, value: &ast::Expr, to_assigned_ty: F)
+    /// The `infer_value_expr` function is used to infer the type of the `value` expression which
+    /// are not `Name` expressions. The returned type is the one that is eventually assigned to the
+    /// `target`.
+    fn infer_target<F>(&mut self, target: &ast::Expr, value: &ast::Expr, infer_value_expr: F)
     where
-        F: Fn(&'db dyn Db, Type<'db>) -> Type<'db>,
+        F: Fn(&mut TypeInferenceBuilder<'db>, &ast::Expr) -> Type<'db>,
     {
         let assigned_ty = match target {
             ast::Expr::Name(_) => None,
-            _ => {
-                let value_ty = self.infer_standalone_expression(value);
-
-                Some(to_assigned_ty(self.db(), value_ty))
-            }
+            _ => Some(infer_value_expr(self, value)),
         };
         self.infer_target_impl(target, assigned_ty);
     }
@@ -3126,11 +3117,13 @@ impl<'db> TypeInferenceBuilder<'db> {
             is_async: _,
         } = for_statement;
 
-        self.infer_target(target, iter, |db, iter_ty| {
+        self.infer_target(target, iter, |builder, iter_expr| {
             // TODO: `infer_for_statement_definition` reports a diagnostic if `iter_ty` isn't iterable
             //  but only if the target is a name. We should report a diagnostic here if the target isn't a name:
             //  `for a.x in not_iterable: ...
-            iter_ty.iterate(db)
+            builder
+                .infer_standalone_expression(iter_expr)
+                .iterate(builder.db())
         });
 
         self.infer_body(body);
@@ -3959,15 +3952,17 @@ impl<'db> TypeInferenceBuilder<'db> {
             is_async: _,
         } = comprehension;
 
-        if !is_first {
-            self.infer_standalone_expression(iter);
-        }
-        // TODO more complex assignment targets
-        if let ast::Expr::Name(name) = target {
-            self.infer_definition(name);
-        } else {
-            self.infer_expression(target);
-        }
+        self.infer_target(target, iter, |builder, iter_expr| {
+            // TODO: `infer_comprehension_definition` reports a diagnostic if `iter_ty` isn't iterable
+            //  but only if the target is a name. We should report a diagnostic here if the target isn't a name:
+            //  `[... for a.x in not_iterable]
+            if is_first {
+                infer_same_file_expression_type(builder.db(), builder.index.expression(iter_expr))
+            } else {
+                builder.infer_standalone_expression(iter_expr)
+            }
+            .iterate(builder.db())
+        });
         for expr in ifs {
             self.infer_expression(expr);
         }
@@ -3975,12 +3970,12 @@ impl<'db> TypeInferenceBuilder<'db> {
 
     fn infer_comprehension_definition(
         &mut self,
-        iterable: &ast::Expr,
-        target: &ast::ExprName,
-        is_first: bool,
-        is_async: bool,
+        comprehension: &ComprehensionDefinitionKind<'db>,
         definition: Definition<'db>,
     ) {
+        let iterable = comprehension.iterable();
+        let target = comprehension.target();
+
         let expression = self.index.expression(iterable);
         let result = infer_expression_types(self.db(), expression);
 
@@ -3990,7 +3985,7 @@ impl<'db> TypeInferenceBuilder<'db> {
         // (2) We must *not* call `self.extend()` on the result of the type inference,
         //     because `ScopedExpressionId`s are only meaningful within their own scope, so
         //     we'd add types for random wrong expressions in the current scope
-        let iterable_type = if is_first {
+        let iterable_type = if comprehension.is_first() {
             let lookup_scope = self
                 .index
                 .parent_scope_id(self.scope().file_scope_id(self.db()))
@@ -4002,14 +3997,26 @@ impl<'db> TypeInferenceBuilder<'db> {
             result.expression_type(iterable.scoped_expression_id(self.db(), self.scope()))
         };
 
-        let target_type = if is_async {
+        let target_type = if comprehension.is_async() {
             // TODO: async iterables/iterators! -- Alex
             todo_type!("async iterables/iterators")
         } else {
-            iterable_type.try_iterate(self.db()).unwrap_or_else(|err| {
-                err.report_diagnostic(&self.context, iterable_type, iterable.into());
-                err.fallback_element_type(self.db())
-            })
+            match comprehension.target_kind() {
+                TargetKind::Sequence(unpack_position, unpack) => {
+                    let unpacked = infer_unpack_types(self.db(), unpack);
+                    if unpack_position == UnpackPosition::First {
+                        self.context.extend(unpacked.diagnostics());
+                    }
+                    let target_ast_id = target.scoped_expression_id(self.db(), self.scope());
+                    unpacked.expression_type(target_ast_id)
+                }
+                TargetKind::NameOrAttribute => {
+                    iterable_type.try_iterate(self.db()).unwrap_or_else(|err| {
+                        err.report_diagnostic(&self.context, iterable_type, iterable.into());
+                        err.fallback_element_type(self.db())
+                    })
+                }
+            }
         };
 
         self.types.expressions.insert(
diff --git a/crates/red_knot_python_semantic/src/types/unpacker.rs b/crates/red_knot_python_semantic/src/types/unpacker.rs
index a711357c87..ecaf1bdeab 100644
--- a/crates/red_knot_python_semantic/src/types/unpacker.rs
+++ b/crates/red_knot_python_semantic/src/types/unpacker.rs
@@ -18,16 +18,22 @@ use super::{TupleType, UnionType};
 /// Unpacks the value expression type to their respective targets.
 pub(crate) struct Unpacker<'db> {
     context: InferContext<'db>,
-    scope: ScopeId<'db>,
+    target_scope: ScopeId<'db>,
+    value_scope: ScopeId<'db>,
     targets: FxHashMap<ScopedExpressionId, Type<'db>>,
 }
 
 impl<'db> Unpacker<'db> {
-    pub(crate) fn new(db: &'db dyn Db, scope: ScopeId<'db>) -> Self {
+    pub(crate) fn new(
+        db: &'db dyn Db,
+        target_scope: ScopeId<'db>,
+        value_scope: ScopeId<'db>,
+    ) -> Self {
         Self {
-            context: InferContext::new(db, scope),
+            context: InferContext::new(db, target_scope),
             targets: FxHashMap::default(),
-            scope,
+            target_scope,
+            value_scope,
         }
     }
 
@@ -43,7 +49,7 @@ impl<'db> Unpacker<'db> {
         );
 
         let value_type = infer_expression_types(self.db(), value.expression())
-            .expression_type(value.scoped_expression_id(self.db(), self.scope));
+            .expression_type(value.scoped_expression_id(self.db(), self.value_scope));
 
         let value_type = match value.kind() {
             UnpackKind::Assign => {
@@ -79,8 +85,10 @@ impl<'db> Unpacker<'db> {
     ) {
         match target {
             ast::Expr::Name(_) | ast::Expr::Attribute(_) => {
-                self.targets
-                    .insert(target.scoped_expression_id(self.db(), self.scope), value_ty);
+                self.targets.insert(
+                    target.scoped_expression_id(self.db(), self.target_scope),
+                    value_ty,
+                );
             }
             ast::Expr::Starred(ast::ExprStarred { value, .. }) => {
                 self.unpack_inner(value, value_expr, value_ty);
diff --git a/crates/red_knot_python_semantic/src/unpack.rs b/crates/red_knot_python_semantic/src/unpack.rs
index 4dadab3397..20081fe83f 100644
--- a/crates/red_knot_python_semantic/src/unpack.rs
+++ b/crates/red_knot_python_semantic/src/unpack.rs
@@ -30,7 +30,9 @@ use crate::Db;
 pub(crate) struct Unpack<'db> {
     pub(crate) file: File,
 
-    pub(crate) file_scope: FileScopeId,
+    pub(crate) value_file_scope: FileScopeId,
+
+    pub(crate) target_file_scope: FileScopeId,
 
     /// The target expression that is being unpacked. For example, in `(a, b) = (1, 2)`, the target
     /// expression is `(a, b)`.
@@ -47,9 +49,19 @@ pub(crate) struct Unpack<'db> {
 }
 
 impl<'db> Unpack<'db> {
-    /// Returns the scope where the unpacking is happening.
-    pub(crate) fn scope(self, db: &'db dyn Db) -> ScopeId<'db> {
-        self.file_scope(db).to_scope_id(db, self.file(db))
+    /// Returns the scope in which the unpack value expression belongs.
+    ///
+    /// The scope in which the target and value expression belongs to are usually the same
+    /// except in generator expressions and comprehensions (list/dict/set), where the value
+    /// expression of the first generator is evaluated in the outer scope, while the ones in the subsequent
+    /// generators are evaluated in the comprehension scope.
+    pub(crate) fn value_scope(self, db: &'db dyn Db) -> ScopeId<'db> {
+        self.value_file_scope(db).to_scope_id(db, self.file(db))
+    }
+
+    /// Returns the scope where the unpack target expression belongs to.
+    pub(crate) fn target_scope(self, db: &'db dyn Db) -> ScopeId<'db> {
+        self.target_file_scope(db).to_scope_id(db, self.file(db))
     }
 
     /// Returns the range of the unpack target expression.