diff --git a/frontend/appflowy_flutter/lib/plugins/document/document_page.dart b/frontend/appflowy_flutter/lib/plugins/document/document_page.dart
index 292b399731..cdfd9f5d9c 100644
--- a/frontend/appflowy_flutter/lib/plugins/document/document_page.dart
+++ b/frontend/appflowy_flutter/lib/plugins/document/document_page.dart
@@ -195,13 +195,15 @@ class _DocumentPageState extends State<DocumentPage>
 
               final isLocalMode = context.read<DocumentBloc>().isLocalMode;
               final List<XFile> imageFiles = [];
-              final List<XFile> otherfiles = [];
+              final List<XFile> otherFiles = [];
+
               for (final file in details.files) {
+                final fileName = file.name.toLowerCase();
                 if (file.mimeType?.startsWith('image/') ??
-                    false || imgExtensionRegex.hasMatch(file.name)) {
+                    false || imgExtensionRegex.hasMatch(fileName)) {
                   imageFiles.add(file);
                 } else {
-                  otherfiles.add(file);
+                  otherFiles.add(file);
                 }
               }
 
@@ -213,7 +215,7 @@ class _DocumentPageState extends State<DocumentPage>
               );
               await editorState!.dropFiles(
                 data.dropTarget!,
-                otherfiles,
+                otherFiles,
                 widget.view.id,
                 isLocalMode,
               );
diff --git a/frontend/appflowy_flutter/lib/plugins/document/presentation/editor_plugins/copy_and_paste/paste_from_image.dart b/frontend/appflowy_flutter/lib/plugins/document/presentation/editor_plugins/copy_and_paste/paste_from_image.dart
index 989798dcf2..9e48887dbe 100644
--- a/frontend/appflowy_flutter/lib/plugins/document/presentation/editor_plugins/copy_and_paste/paste_from_image.dart
+++ b/frontend/appflowy_flutter/lib/plugins/document/presentation/editor_plugins/copy_and_paste/paste_from_image.dart
@@ -34,7 +34,7 @@ extension PasteFromImage on EditorState {
     final imageFiles = files.where(
       (file) =>
           file.mimeType?.startsWith('image/') ??
-          false || imgExtensionRegex.hasMatch(file.name),
+          false || imgExtensionRegex.hasMatch(file.name.toLowerCase()),
     );
 
     for (final file in imageFiles) {