The　direct　C-H　functionalization　of　tetrahydro-gamma-carbolines　(TH　gamma　Cs)　at　the　alpha-position　has　been　presented.　This　mild　and　simple　strategy　allows　coupling　of　TH　gamma　Cs　with　various　anilines　and　indoles　with　satisfactory　to　excellent　yields.　This　two-step/one-pot　method　could　be　applied　to　synthesize　complex　compounds　and　is　suitable　for　the　C-H　functionalization　of　similar　biologically　active　structures.