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Catalytic Asymmetric Synthesis of [2,3]-Fused Indoline Heterocycles through Inverse-Electron-Demand Aza-Diels–Alder Reaction of Indoles with Azoalkenes

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  • This work was supported by the 973 Program (2011CB808600), NSFC (21172176, 21372180), and the Hubei Province NSF (ZRZ0273).

Abstract

An unprecedented catalytic asymmetric inverse-electron-demand aza-Diels–Alder reaction of indoles with in situ formed azoalkenes is reported. A diverse set of [2,3]-fused indoline heterocycles were achieved in generally good yields (up to 97 %) with high regioselectivity and diastereoselectivity (>20:1 d.r.), and with excellent enantioselectivity (up to 99 % ee).

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