Efficient and simple zinc-mediated synthesis of 3-amidoindoles

Org Biomol Chem. 2011 Sep 21;9(18):6331-4. doi: 10.1039/c1ob05576c. Epub 2011 Aug 1.

Abstract

A general synthesis of 3-amidoindoles from easily available arylhydrazines and acylated propargylamines is described. In the presence of inexpensive Zn salts, alkyne amination and subsequent Fischer indole-cyclization took place in good yields with excellent regioselectivity providing an interesting scaffold for potentially bio-active compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Amination
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Cyclization
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Stereoisomerism
  • Zinc / chemistry*

Substances

  • Alkynes
  • Amines
  • Indoles
  • Zinc