Abstract

AbstractHere, we report a RhI3-catalyzed intramolecular carboamination reaction to access polysubstituted indoles. The protocol features a broad substrate scope (>20 examples), good functional-group compatibility, and a low catalyst loading (5 mol% Rh). Good to excellent yields (up to 98%) were obtained. An unprecedented C–N bond-cleavage mode via a six-membered transition state σ-bond metathesis mechanism was proposed based on control experiments. A series of C3-allylated indole derivatives were accessed, proving that the system provides an alternative catalytic route to polysubstituted indoles.

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