Preparation of indoles from alpha-aminonitriles: A short synthesis of FGIN-1-27

Org Lett. 2006 Sep 28;8(20):4473-5. doi: 10.1021/ol061617+.

Abstract

Alpha-Aminonitriles derived from 2-aminocinnamic acid esters and amides can be cyclized under basic conditions to furnish substituted indole-3-acetic acid derivatives in quantitative yield. The reaction provides a simple access to a class of biologically active compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Indoleacetic Acids / chemical synthesis*
  • Indoles / chemical synthesis*
  • Nitriles / chemistry*

Substances

  • Indoleacetic Acids
  • Indoles
  • Nitriles
  • N,N-di-n-hexyl-2-(4-fluorophenyl)indole-3-acetamide