fix(websearch): sync tool_choice when converting web_search tools

litellm/integrations/websearch_interception/handler.py

@@ -345,6 +345,34 @@ def from_config_yaml(
             search_tool_name=search_tool_name,
         )
 
+    @staticmethod
+    def _tool_name(tool: dict[str, Any]) -> Optional[str]:
+        """Effective tool name, handling OpenAI ``function`` wrapper shape."""
+        fn = tool.get("function")
+        if tool.get("type") == "function" and isinstance(fn, dict):
+            return fn.get("name")
+        return tool.get("name")
+
+    @classmethod
+    def _sync_forced_tool_choice(
+        cls, tool_choice: Any, converted_tools: list[dict[str, Any]]
+    ) -> Any:
+        """Repoint a forced ``tool_choice`` at ``litellm_web_search`` when it
+        names a web-search tool that was just converted away.
+
+        Native clients (e.g. Claude Code) force the search tool via
+        ``tool_choice={"type": "tool", "name": "web_search"}``. Since the tool
+        definition gets renamed to ``litellm_web_search``, an unrewritten
+        ``tool_choice`` points at a tool that no longer exists, which Anthropic
+        rejects with "Tool 'web_search' not found in provided tools".
+        """
+        if not isinstance(tool_choice, dict) or tool_choice.get("type") != "tool":
+            return tool_choice
+        converted_names = {cls._tool_name(t) for t in converted_tools}
+        if tool_choice.get("name") in converted_names:
+            return tool_choice
+        return {**tool_choice, "name": LITELLM_WEB_SEARCH_TOOL_NAME}
+
     async def async_pre_request_hook(
         self, model: str, messages: List[Dict], kwargs: Dict
     ) -> Optional[Dict]:
@@ -422,6 +450,11 @@ async def async_pre_request_hook(
             f"WebSearchInterception: Tools after conversion: {[t.get('name') for t in converted_tools]}"
         )
 
+        if "tool_choice" in kwargs:
+            kwargs["tool_choice"] = self._sync_forced_tool_choice(
+                kwargs.get("tool_choice"), converted_tools
+            )
+
         # Also convert here for direct callers that bypass the deployment hook.
         if kwargs.get("stream"):
             verbose_logger.debug(

litellm/llms/anthropic/experimental_pass_through/messages/handler.py

@@ -223,13 +223,17 @@ async def anthropic_messages(
         "_websearch_interception_converted_stream", False
     )
 
-    # Execute pre-request hooks to allow CustomLoggers to modify request
+    # Execute pre-request hooks to allow CustomLoggers to modify request.
+    # tool_choice is forwarded explicitly (it is a named param, not in kwargs)
+    # so hooks that rename tools — e.g. websearch_interception converting
+    # web_search -> litellm_web_search — can keep a forced tool_choice in sync.
     request_kwargs = await _execute_pre_request_hooks(
         model=model,
         messages=messages,
         tools=tools,
         stream=stream,
         custom_llm_provider=custom_llm_provider,
+        tool_choice=tool_choice,
         **kwargs,
     )
 

litellm/llms/custom_httpx/llm_http_handler.py

@@ -2233,7 +2233,11 @@ async def async_anthropic_messages_handler(
             kwargs=kwargs,
         )
 
-        return final_response if final_response is not None else initial_response
+        return self._maybe_wrap_in_fake_stream(
+            final_response if final_response is not None else initial_response,
+            logging_obj,
+            "anthropic_messages",
+        )
 
     def anthropic_messages_handler(
         self,

tests/test_litellm/integrations/websearch_interception/test_websearch_interception_handler.py

@@ -8,6 +8,7 @@
 
 import pytest
 
+from litellm.constants import LITELLM_WEB_SEARCH_TOOL_NAME
 from litellm.integrations.websearch_interception.handler import (
     WebSearchInterceptionLogger,
 )
@@ -409,3 +410,102 @@ async def test_deployment_hook_converts_stream_and_logging_obj_syncs():
         logging_obj.stream = _hook_stream
 
     assert logging_obj.stream is False
+
+
+def test_sync_forced_tool_choice_repoints_converted_web_search():
+    """Regression (tool_choice 400): a forced tool_choice naming the original
+    web_search tool must be repointed to litellm_web_search after conversion.
+
+    Native clients (e.g. Claude Code) send
+    tool_choice={"type": "tool", "name": "web_search"}. The tool definition is
+    renamed to litellm_web_search, so an unrewritten tool_choice points at a
+    tool that no longer exists and Anthropic rejects with
+    "Tool 'web_search' not found in provided tools".
+    """
+    converted_tools = [
+        {
+            "type": "function",
+            "function": {"name": LITELLM_WEB_SEARCH_TOOL_NAME, "parameters": {}},
+        }
+    ]
+
+    result = WebSearchInterceptionLogger._sync_forced_tool_choice(
+        {"type": "tool", "name": "web_search"}, converted_tools
+    )
+
+    assert result == {"type": "tool", "name": LITELLM_WEB_SEARCH_TOOL_NAME}
+
+
+def test_sync_forced_tool_choice_leaves_existing_tool_untouched():
+    """A native Anthropic tool_choice already naming a tool on the converted
+    list (top-level name, no function wrapper) must not be rewritten."""
+    converted_tools = [{"name": LITELLM_WEB_SEARCH_TOOL_NAME}]
+
+    result = WebSearchInterceptionLogger._sync_forced_tool_choice(
+        {"type": "tool", "name": LITELLM_WEB_SEARCH_TOOL_NAME}, converted_tools
+    )
+
+    assert result == {"type": "tool", "name": LITELLM_WEB_SEARCH_TOOL_NAME}
+
+
+def test_sync_forced_tool_choice_preserves_extra_tool_choice_fields():
+    """Repointing must keep other tool_choice keys intact."""
+    converted_tools = [
+        {
+            "type": "function",
+            "function": {"name": LITELLM_WEB_SEARCH_TOOL_NAME, "parameters": {}},
+        }
+    ]
+
+    result = WebSearchInterceptionLogger._sync_forced_tool_choice(
+        {"type": "tool", "name": "web_search", "disable_parallel_tool_use": True},
+        converted_tools,
+    )
+
+    assert result == {
+        "type": "tool",
+        "name": LITELLM_WEB_SEARCH_TOOL_NAME,
+        "disable_parallel_tool_use": True,
+    }
+
+
+@pytest.mark.parametrize(
+    "tool_choice",
+    ["auto", {"type": "auto"}, {"type": "any"}, None],
+)
+def test_sync_forced_tool_choice_leaves_non_forced_untouched(tool_choice):
+    """Only a forced {"type": "tool", ...} choice is rewritten; auto/any/string
+    and None pass through unchanged."""
+    converted_tools = [{"name": LITELLM_WEB_SEARCH_TOOL_NAME}]
+
+    result = WebSearchInterceptionLogger._sync_forced_tool_choice(
+        tool_choice, converted_tools
+    )
+
+    assert result == tool_choice
+
+
+@pytest.mark.asyncio
+async def test_pre_request_hook_syncs_forced_tool_choice():
+    """End-to-end: async_pre_request_hook converts web_search and repoints the
+    forced tool_choice in the same pass, so the outgoing request is consistent.
+    """
+    logger = WebSearchInterceptionLogger(enabled_providers=["anthropic"])
+
+    kwargs = {
+        "litellm_params": {"custom_llm_provider": "anthropic"},
+        "tools": [{"type": "web_search_20250305", "name": "web_search"}],
+        "tool_choice": {"type": "tool", "name": "web_search"},
+    }
+
+    result = await logger.async_pre_request_hook(
+        model="claude-sonnet-4-5",
+        messages=[{"role": "user", "content": "search the web"}],
+        kwargs=kwargs,
+    )
+
+    assert result is not None
+    assert result["tool_choice"] == {
+        "type": "tool",
+        "name": LITELLM_WEB_SEARCH_TOOL_NAME,
+    }