Decarboxylative Csp3-N Bond Formation by Electrochemical Oxidation of Amino Acids

Org Lett. 2019 Nov 15;21(22):9262-9267. doi: 10.1021/acs.orglett.9b03696. Epub 2019 Oct 29.

Abstract

Decarboxylative Csp3-N coupling reactions have been developed through electrochemical oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are trapped by azoles or amides to construct C-N bonds. This method avoids the preactivation of carboxylic acids and the use of expensive transition-metals and external chemical oxidants.

Publication types

  • Research Support, Non-U.S. Gov't