Lewis Base/Brønsted Acid Cocatalysis for Thiocyanation of Amides and Thioamides

J Org Chem. 2020 Feb 21;85(4):2814-2822. doi: 10.1021/acs.joc.9b03275. Epub 2020 Jan 10.

Abstract

Lewis base/Brønsted acid cocatalysis for electrophilic thiocyanation of olefins is reported. Using a combination of triphenylphosphine selenide and diphenyl phosphate as a catalyst, a wide range of unsaturated amides and thioamides underwent thiocyanation to furnish thiocyanated thiazoline and oxazoline derivatives in high yields (up to 97%).

Publication types

  • Research Support, Non-U.S. Gov't