The Toolbar delete button is enabled only if the selected item's parent folder can be deleted, even if the file itself has delete permission.
Steps to reproduce:
1. Openthe following demo, the delete permissions ase given to the root "images" folder (DeletePaths="~/FileExplorer/Examples/Overview/images")
http://demos.telerik.com/aspnet-ajax/fileexplorer/examples/overview/defaultcs.aspx
2. Open the root folder from the tree (images)
3. Select an item from the grid
Actual: The Delete button is not enabled
Expected: The delete button is enabled, as the images folder is granted with delete permissions
WORKAROUND:
        <telerik:RadFileExplorer ID="RadFileExplorer1" runat="server" EnableCopy="True" EnableOpenFile="True" OnClientLoad="explorerLoad"
            Height="500px" Skin="Default" Configuration-MaxUploadFileSize="900000000">
            <Configuration  ViewPaths="~/Images_2" DeletePaths="~/Images_2" UploadPaths="~/Images_2" />
        </telerik:RadFileExplorer>
        <script>
            function explorerLoad(fileExplorer, args) {
                fileExplorer._fileList.add_itemSelect(Function.createDelegate(fileExplorer, function (fileList, args) {
                    fileExplorer._updateToolbar(null, null, args.get_item().get_permissions());
                    fileExplorer.raise_itemSelected(args.get_item());
                }));
            }
</script>