Paired Electrolysis for Decarboxylative Cyanation: 4-CN-Pyridine, a Versatile Nitrile Source

Org Lett. 2022 Sep 9;24(35):6357-6363. doi: 10.1021/acs.orglett.2c01897. Epub 2022 Aug 29.

Abstract

A decarboxylative cyanation of amino acids under paired electrochemical reaction conditions has been developed. 4-CN-pyridine was found to be a new and effective cyanation reagent under catalyst-free conditions. Mechanistic studies support a nucleophilic reaction pathway, and the cyanation protocol can be applied to diverse substrates including N,N-dialkyl aniline and indole derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Electrolysis
  • Molecular Structure
  • Nitriles* / chemistry
  • Pyridines*

Substances

  • Nitriles
  • Pyridines