Two-step synthesis of aza- and diazaindoles from chloroamino-N-heterocycles using ethoxyvinylborolane

J Org Chem. 2010 Jan 1;75(1):11-5. doi: 10.1021/jo902143f.

Abstract

An efficient two-step route to a broad range of aza- and diazaindoles was established, starting from chloroamino-N-heterocycles, without the need for protecting groups. The method involves an optimized Suzuki-Miyaura coupling with (2-ethoxyvinyl)borolane followed by acetic acid-catalyzed cyclization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Boron Compounds / chemistry*
  • Catalysis
  • Chloramines / chemistry*
  • Indoles / chemical synthesis*
  • Indoles / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Structure-Activity Relationship
  • Vinyl Compounds / chemistry*

Substances

  • Aza Compounds
  • Boron Compounds
  • Chloramines
  • Indoles
  • Vinyl Compounds
  • ethoxyvinylborolane