diff --git a/django/db/backends/postgresql/features.py b/django/db/backends/postgresql/features.py
index 5880390827..7bcc356407 100644
--- a/django/db/backends/postgresql/features.py
+++ b/django/db/backends/postgresql/features.py
@@ -106,13 +106,6 @@ class DatabaseFeatures(BaseDatabaseFeatures):
                     "test_group_by_nested_expression_with_params",
                 }
             )
-        if not is_psycopg3:
-            expected_failures.update(
-                {
-                    "constraints.tests.CheckConstraintTests."
-                    "test_validate_jsonfield_exact",
-                }
-            )
         return expected_failures
 
     @cached_property
diff --git a/django/db/backends/postgresql/psycopg_any.py b/django/db/backends/postgresql/psycopg_any.py
index 1fe6b15caf..700fc6ec83 100644
--- a/django/db/backends/postgresql/psycopg_any.py
+++ b/django/db/backends/postgresql/psycopg_any.py
@@ -75,9 +75,15 @@ except ImportError:
     from enum import IntEnum
 
     from psycopg2 import errors, extensions, sql  # NOQA
-    from psycopg2.extras import DateRange, DateTimeRange, DateTimeTZRange, Inet  # NOQA
-    from psycopg2.extras import Json as Jsonb  # NOQA
-    from psycopg2.extras import NumericRange, Range  # NOQA
+    from psycopg2.extras import (  # NOQA
+        DateRange,
+        DateTimeRange,
+        DateTimeTZRange,
+        Inet,
+        Json,
+        NumericRange,
+        Range,
+    )
 
     RANGE_TYPES = (DateRange, DateTimeRange, DateTimeTZRange, NumericRange)
 
@@ -101,3 +107,8 @@ except ImportError:
             return cursor.mogrify(sql, params).decode()
 
     is_psycopg3 = False
+
+    class Jsonb(Json):
+        def getquoted(self):
+            quoted = super().getquoted()
+            return quoted + b"::jsonb"
diff --git a/tests/model_fields/test_jsonfield.py b/tests/model_fields/test_jsonfield.py
index 1be59e17b3..ff42b1a14c 100644
--- a/tests/model_fields/test_jsonfield.py
+++ b/tests/model_fields/test_jsonfield.py
@@ -1120,3 +1120,10 @@ class TestQuerying(TestCase):
             KT("value")
         with self.assertRaisesMessage(ValueError, msg):
             KT("")
+
+    def test_literal_annotation_filtering(self):
+        all_objects = NullableJSONModel.objects.order_by("id")
+        qs = all_objects.annotate(data=Value({"foo": "bar"}, JSONField())).filter(
+            data__foo="bar"
+        )
+        self.assertQuerySetEqual(qs, all_objects)