Palladium-assisted regioselective C-H cyanation of heteroarenes using isonitrile as cyanide source

Org Lett. 2012 Sep 7;14(17):4614-7. doi: 10.1021/ol302070t. Epub 2012 Aug 20.

Abstract

A palladium-catalyzed regioselective C-H cyanation of heteroarenes was achieved using tert-butyl isocyanide as "CN" source, which provides a new and unique strategy for the preparation of (hetero)aryl nitriles. Indoles, pyrroles, and aromatic rings could be efficiently cyanated through C-H bond activation with high regioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Molecular Structure
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Palladium / chemistry*
  • Pyridines / chemistry
  • Pyrimidines / chemistry
  • Pyrroles / chemistry
  • Stereoisomerism

Substances

  • Indoles
  • Nitriles
  • Pyridines
  • Pyrimidines
  • Pyrroles
  • Palladium