Palladium-catalyzed difunctionalization of alkynes via C-N and S-N cleavages: a versatile approach to highly functional indoles

Org Lett. 2014 Oct 3;16(19):5124-7. doi: 10.1021/ol5024745. Epub 2014 Sep 23.

Abstract

Palladium-catalyzed intramolecular addition of C-N and S-N bond to alkynes with the migration of functional groups has been achieved. A wide range of functional groups including acyl, pyruvoyl, amide, and sulfonyl groups can migrate smoothly and be conveniently introduced at the C-3 postion of indoles in our catalytic system. The operational simplicity and broad substrate scope demonstrate the great potential of this method for the synthesis of highly functional indoles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Catalysis
  • Cyclization
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Alkynes
  • Indoles
  • Palladium