Synthesis of 4-functionalized-1H-indoles from 2,3-dihalophenols?

Organic & Biomolecular Chemistry Pub Date: 2010-07-08 DOI: 10.1039/C004360E

Abstract

A new synthesis of 4-halo-1H-indoles has been developed from easily available 2,3-dihalophenol derivatives. The key steps are Smiles rearrangement and a one-pot or stepwise Sonogashira coupling/NaOH-mediated cyclization. Subsequent functionalization allows access to a wide variety of 2,4- or 2,3,4-regioselectively functionalized indoles.

Graphical abstract: Synthesis of 4-functionalized-1H-indoles from 2,3-dihalophenols
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