diff --git a/src/interface/web/app/components/chatInputArea/chatInputArea.tsx b/src/interface/web/app/components/chatInputArea/chatInputArea.tsx
index 408eea1a4..a6be35a0f 100644
--- a/src/interface/web/app/components/chatInputArea/chatInputArea.tsx
+++ b/src/interface/web/app/components/chatInputArea/chatInputArea.tsx
@@ -113,6 +113,9 @@ export const ChatInputArea = forwardRef<HTMLTextAreaElement, ChatInputProps>((pr
     const [isDragAndDropping, setIsDragAndDropping] = useState(false);
 
     const [showCommandList, setShowCommandList] = useState(false);
+        const [showFileFilter, setShowFileFilter] = useState(false);
+            const [fileFilterSuggestions, setFileFilterSuggestions] = useState<string[]>([]);
+                const [fileFilterQuery, setFileFilterQuery] = useState("");
     const [useResearchMode, setUseResearchMode] = useState<boolean>(
         props.isResearchModeEnabled || false,
     );
@@ -242,6 +245,18 @@ export const ChatInputArea = forwardRef<HTMLTextAreaElement, ChatInputProps>((pr
         uploadFiles(event.dataTransfer.files);
     }
 
+        async function fetchUserFiles() {
+                    try {
+                                    const response = await fetch("/api/content/files");
+                                                if (!response.ok) throw new Error("Failed to fetch files");
+                                                            const data = await response.json();
+                                                                        return data.files.map((file: any) => file.file_name);
+                                                                                } catch (error) {
+                                                                                                console.error("Error fetching files:", error);
+                                                                                                            return [];
+                                                                                                                    }
+                                                                                                                        }
+
     function uploadFiles(files: FileList) {
         if (!props.isLoggedIn) {
             setLoginRedirectMessage("Please login to chat with your files");
@@ -415,6 +430,27 @@ export const ChatInputArea = forwardRef<HTMLTextAreaElement, ChatInputProps>((pr
             setShowCommandList(true);
         } else {
             setShowCommandList(false);
+
+                    // Detect file: filter pattern
+                            const fileFilterMatch = message.match(/file:(\S*)$/);
+                                    if (fileFilterMatch) {
+                                                    const query = fileFilterMatch[1];
+                                                                setFileFilterQuery(query);
+                                                                            if (!showFileFilter) {
+                                                                                                fetchUserFiles().then(files => {
+                                                                                                                        setFileFilterSuggestions(files);
+                                                                                                                                            setShowFileFilter(true);
+                                                                                                                                                            });
+                                                                                                                                                                        } else {
+                                                                                                                                                                                            // Filter existing suggestions
+                                                                                                                                                                                                            fetchUserFiles().then(allFiles => {
+                                                                                                                                                                                                                                    const filtered = allFiles.filter(f => f.toLowerCase().includes(query.toLowerCase()));
+                                                                                                                                                                                                                                                        setFileFilterSuggestions(filtered);
+                                                                                                                                                                                                                                                                        });
+                                                                                                                                                                                                                                                                                    }
+                                                                                                                                                                                                                                                                                            } else {
+                                                                                                                                                                                                                                                                                                            setShowFileFilter(false);
+                                                                                                                                                                                                                                                                                                                    }
         }
     }, [message]);
 
@@ -554,6 +590,39 @@ export const ChatInputArea = forwardRef<HTMLTextAreaElement, ChatInputProps>((pr
                     </Popover>
                 </div>
             )}
+                        {showFileFilter && (
+                                            <Popover open={showFileFilter} onOpenChange={setShowFileFilter}>
+                                                                <PopoverTrigger className="flex justify-center text-center"></PopoverTrigger>
+                                                                                    <PopoverContent
+                                                                                                            onOpenAutoFocus={(e) => e.preventDefault()}
+                                                                                                                                    className={`${props.isMobileWidth ? "w-[100vw]" : "w-full"} rounded-md`}
+                                                                                                                                                            side="bottom"
+                                                                                                                                                                                    align="center"
+                                                                                                                                                                                                            sideOffset={props.conversationId ? 0 : 80}
+                                                                                                                                                                                                                                >
+                                                                                                                                                                                                                                                        <Command className="max-w-full">
+                                                                                                                                                                                                                                                                                    <CommandInput placeholder="Filter files..." value={fileFilterQuery} className="hidden" />
+                                                                                                                                                                                                                                                                                                                <CommandList>
+                                                                                                                                                                                                                                                                                                                                                <CommandEmpty>No files found.</CommandEmpty>
+                                                                                                                                                                                                                                                                                                                                                                                <CommandGroup heading="Files">
+                                                                                                                                                                                                                                                                                                                                                                                                                    {fileFilterSuggestions.map((filename) => (
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                <CommandItem
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            key={filename}
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                        onSelect={() => {
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            const newMessage = message.replace(/file:\S*$/, `file:${filename} `);
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            setMessage(newMessage);
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            setShowFileFilter(false);
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                        }}
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                >
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            {filename}
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                    </CommandItem>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                        ))}
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                        </CommandGroup>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                    </CommandList>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            </Command>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                </PopoverContent>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                </Popover>
+                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                            )}</CommandItem></CommandList></Command></PopoverContent></Popover>
             <div>
                 <div className="flex items-center gap-2 overflow-x-auto">
                     {imageUploaded &&