Abstract

AbstractMetal‐free cyclopropanation of N‐protected indoles with α‐aryl‐α‐diazoacetates proceeded by using a catalytic amount of triflic imide as a Brønsted acid catalyst. The use of a catalytic amount of methyl phenylacetate improved the efficiency of the Brønsted acid‐catalyzed cyclopropanation. A reaction mechanism including C‐protonation of diazoacetates with HNTf2, followed by formal [3+2] cycloaddition with indoles and 1,3‐rearrangement was proposed for the cyclopropanation.

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