Metal- and Reagent-Free Intramolecular Oxidative Amination of Tri- and Tetrasubstituted Alkenes

J Am Chem Soc. 2017 Mar 1;139(8):2956-2959. doi: 10.1021/jacs.7b01016. Epub 2017 Feb 20.

Abstract

A metal- and reagent-free, electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has been developed. The electrosynthetic method proceeds through radical cyclization to form the key C-N bond, allowing a variety of hindered tri- and tetrasubstituted olefins to participate in the amination reaction. The result is the efficient synthesis of a host of alkene-bearing cyclic carbamates and ureas and lactams.

Publication types

  • Research Support, Non-U.S. Gov't