diff --git a/stdlib/@tests/test_cases/itertools/check_itertools_recipes.py b/stdlib/@tests/test_cases/itertools/check_itertools_recipes.py
index 84f4bca5c868..cde875ccd4f1 100644
--- a/stdlib/@tests/test_cases/itertools/check_itertools_recipes.py
+++ b/stdlib/@tests/test_cases/itertools/check_itertools_recipes.py
@@ -10,23 +10,9 @@
 import math
 import operator
 import sys
+from collections.abc import Callable, Collection, Hashable, Iterable, Iterator, Sequence
 from itertools import chain, combinations, count, cycle, filterfalse, groupby, islice, product, repeat, starmap, tee, zip_longest
-from typing import (
-    Any,
-    Callable,
-    Collection,
-    Hashable,
-    Iterable,
-    Iterator,
-    Literal,
-    Sequence,
-    Tuple,
-    Type,
-    TypeAlias,
-    TypeVar,
-    Union,
-    overload,
-)
+from typing import Any, Literal, TypeAlias, TypeVar, overload
 from typing_extensions import TypeVarTuple, Unpack
 
 _T = TypeVar("_T")
@@ -141,7 +127,7 @@ def first_true(iterable: Iterable[object], default: object = False, pred: Callab
     return next(filter(pred, iterable), default)
 
 
-_ExceptionOrExceptionTuple: TypeAlias = Union[Type[BaseException], Tuple[Type[BaseException], ...]]
+_ExceptionOrExceptionTuple: TypeAlias = type[BaseException] | tuple[type[BaseException], ...]
 
 
 @overload
diff --git a/stubs/grpcio/@tests/test_cases/check_server_interceptor.py b/stubs/grpcio/@tests/test_cases/check_server_interceptor.py
index 893ff591fb52..febad80e4bb8 100644
--- a/stubs/grpcio/@tests/test_cases/check_server_interceptor.py
+++ b/stubs/grpcio/@tests/test_cases/check_server_interceptor.py
@@ -1,8 +1,8 @@
 from __future__ import annotations
 
-from collections.abc import Callable
+from collections.abc import Awaitable, Callable
 from concurrent.futures.thread import ThreadPoolExecutor
-from typing import Awaitable, TypeVar
+from typing import TypeVar
 
 import grpc
 import grpc.aio
diff --git a/stubs/python-dateutil/@tests/test_cases/check_rrule.py b/stubs/python-dateutil/@tests/test_cases/check_rrule.py
index db0810b38cdb..8c22c0f36c87 100644
--- a/stubs/python-dateutil/@tests/test_cases/check_rrule.py
+++ b/stubs/python-dateutil/@tests/test_cases/check_rrule.py
@@ -1,4 +1,3 @@
-from typing import Union
 from typing_extensions import assert_type
 
 from dateutil.rrule import rrule, rruleset, rrulestr
@@ -10,4 +9,4 @@
 assert_type(rs2, rruleset)
 
 rs3 = rrulestr("")
-assert_type(rs3, Union[rrule, rruleset])
+assert_type(rs3, rrule | rruleset)