Visible-Light-Induced Cascade Azidation/Cyclization of Activated Alkenes to Synthesize Azidated lndolo[2,1-a]isoquinolines
An efficient visible-light-induced radical cascade azidation/cyclization of 2-aryl indoles with trimethylsilyl azide(TMSN3)has been developed using organic dye Rose Bengal as the photocatalyst.This method did not require metal catalysts and additives,and used air as the oxidant to obtain diverse indolo[2,1-a]isoquinolin-6(5H)-ones in moderate to good yields.Mechanistic studies demonstrated that the reaction proceeded via a radical pathway.
Rose Bengalvisible-light2-aryl indoleazidationindolo[2,1-a]isoquinolin-6(5H)-one