An　oxidative　copper-mediated　double　trifluorome-thylselenolation　of　terminal　2-alkynylanilines　using　[(bpy)-CuSeCF3](2)　is　reported,　providing　a　moderately　efficient　and　convenient　approach　to　2,3-bis(trifluoromethylseleno)indoles.　Mechanistic　studies　show　that　a　cascade　sequence　of　oxidation,　trifluoromethylselenolation,　5-endo-dig　cyclization,　and　elimination　is　involved　in　this　transformation.