diff --git a/app/backend/approaches/approach.py b/app/backend/approaches/approach.py
index 04a74a8818..2b0119b342 100644
--- a/app/backend/approaches/approach.py
+++ b/app/backend/approaches/approach.py
@@ -214,6 +214,45 @@ async def search(
     ) -> list[Document]:
         search_text = query_text if use_text_search else ""
         search_vectors = vectors if use_vector_search else []
+        # Specialized filename: pattern support. If the query explicitly requests a filename,
+        # bypass normal text/vector search and filter directly on the sourcepage field.
+        if query_text and query_text.startswith("filename:"):
+            raw_filename = query_text[len("filename:") :].strip()
+            safe_filename = raw_filename.replace("'", "''")
+            filename_filter = f"sourcefile eq '{safe_filename}'"
+            effective_filter = f"{filter} and {filename_filter}" if filter else filename_filter
+            results = await self.search_client.search(
+                search_text="",  # empty since we rely solely on filter
+                filter=effective_filter,
+                top=top,
+            )
+            documents: list[Document] = []
+            async for page in results.by_page():
+                async for document in page:
+                    documents.append(
+                        Document(
+                            id=document.get("id"),
+                            content=document.get("content"),
+                            category=document.get("category"),
+                            sourcepage=document.get("sourcepage"),
+                            sourcefile=document.get("sourcefile"),
+                            oids=document.get("oids"),
+                            groups=document.get("groups"),
+                            captions=cast(list[QueryCaptionResult], document.get("@search.captions")),
+                            score=document.get("@search.score"),
+                            reranker_score=document.get("@search.reranker_score"),
+                            images=document.get("images"),
+                        )
+                    )
+            qualified_documents = [
+                doc
+                for doc in documents
+                if (
+                    (doc.score or 0) >= (minimum_search_score or 0)
+                    and (doc.reranker_score or 0) >= (minimum_reranker_score or 0)
+                )
+            ]
+            return qualified_documents
         if use_semantic_ranker:
             results = await self.search_client.search(
                 search_text=search_text,
diff --git a/app/backend/approaches/chatreadretrieveread.py b/app/backend/approaches/chatreadretrieveread.py
index bc51dc107a..62f5437778 100644
--- a/app/backend/approaches/chatreadretrieveread.py
+++ b/app/backend/approaches/chatreadretrieveread.py
@@ -102,6 +102,11 @@ def get_search_query(self, chat_completion: ChatCompletion, user_query: str):
                     search_query = arg.get("search_query", self.NO_RESPONSE)
                     if search_query != self.NO_RESPONSE:
                         return search_query
+                if function.name == "search_by_filename":
+                    arg = json.loads(function.arguments)
+                    filename = arg.get("filename", "")
+                    if filename:
+                        return f"filename:{filename}"
         elif query_text := response_message.content:
             if query_text.strip() != self.NO_RESPONSE:
                 return query_text
diff --git a/app/backend/approaches/prompts/chat_query_rewrite.prompty b/app/backend/approaches/prompts/chat_query_rewrite.prompty
index 545b3f5b8c..c41490a2e6 100644
--- a/app/backend/approaches/prompts/chat_query_rewrite.prompty
+++ b/app/backend/approaches/prompts/chat_query_rewrite.prompty
@@ -23,17 +23,10 @@ Do not include any special characters like '+'.
 If the question is not in English, translate the question to English before generating the search query.
 If you cannot generate a search query, return just the number 0.
 
-user:
-How did crypto do last year?
-
-assistant:
-Summarize Cryptocurrency Market Dynamics from last year
-
-user:
-What are my health plans?
+You have two callable tools available (they may be invoked via function calling):
+1. search_sources: Use this to generate a general keyword style search query.
+2. search_by_filename: Use this ONLY when the user clearly references a specific document by its exact filename (e.g., "PerksPlus.pdf"). Provide just the filename (without extra words). If the user asks to summarize or open a specific known file by name, prefer calling search_by_filename. If they mention concepts or partial names, fall back to generating a normal keyword query with search_sources.
 
-assistant:
-Show available health plans
 
 {% for message in past_messages %}
 {{ message["role"] }}:
@@ -41,4 +34,4 @@ Show available health plans
 {% endfor %}
 
 user:
-Generate search query for: {{ user_query }}
+{{ user_query }}
diff --git a/app/backend/approaches/prompts/chat_query_rewrite_tools.json b/app/backend/approaches/prompts/chat_query_rewrite_tools.json
index cf1743483c..019f9cbfc4 100644
--- a/app/backend/approaches/prompts/chat_query_rewrite_tools.json
+++ b/app/backend/approaches/prompts/chat_query_rewrite_tools.json
@@ -1,17 +1,36 @@
-[{
-    "type": "function",
-    "function": {
-        "name": "search_sources",
-        "description": "Retrieve sources from the Azure AI Search index",
-        "parameters": {
-            "type": "object",
-            "properties": {
-                "search_query": {
-                    "type": "string",
-                    "description": "Query string to retrieve documents from azure search eg: 'Health care plan'"
-                }
-            },
-            "required": ["search_query"]
+[
+    {
+        "type": "function",
+        "function": {
+            "name": "search_sources",
+            "description": "Retrieve sources from the Azure AI Search index",
+            "parameters": {
+                "type": "object",
+                "properties": {
+                    "search_query": {
+                        "type": "string",
+                        "description": "Query string to retrieve documents from azure search eg: 'Health care plan'"
+                    }
+                },
+                "required": ["search_query"]
+            }
+        }
+    },
+    {
+        "type": "function",
+        "function": {
+            "name": "search_by_filename",
+            "description": "Retrieve a specific filename from the Azure AI Search index",
+            "parameters": {
+                "type": "object",
+                "properties": {
+                    "filename": {
+                        "type": "string",
+                        "description": "The filename, like 'PerksPlus.pdf'"
+                    }
+                },
+                "required": ["filename"]
+            }
         }
     }
-}]
+]