A General and Scalable Synthesis of Polysubstituted Indoles.

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.

Citation

David Tejedor, Raquel Diana-Rivero, Fernando García-Tellado. A General and Scalable Synthesis of Polysubstituted Indoles. Molecules (Basel, Switzerland). 2020 Nov 28;25(23)

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PMID: 33260745

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