Synthesis of 3-substituted 8,9-didehydroazepino[4,5-b]indolines via ring expansion reaction of pyrroloindolines
2011
An unexpected ring expansion reaction was observed to give the 3-substituted 8,9-didehydroazepinoindolines when 3-substituted pyrroloindolines reacted with electron-deficient acetylenes in the presence of catalytic amount of CuI. The ring expansion reaction proceeded via a three-step one-pot cascade pathway of aza-Michael-addition/ring-opening/iminium-cyclization.
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