Transition-Metal-Free Cleavage of C-C Triple Bonds in Aromatic Alkynes with S8 and Amides Leading to Aryl Thioamides

Org Lett. 2018 Apr 20;20(8):2228-2231. doi: 10.1021/acs.orglett.8b00573. Epub 2018 Mar 30.

Abstract

A novel transition-metal-free cleavage reaction of C-C triple bonds in aromatic alkynes with S8 and amides furnishes aryl thioamides in moderate to excellent yields. The remarkable features of this thioamidation include the metal-free cleavage of C-C triple bond, mild reaction conditions, as well as wide substrate scope that is particularly compatible with some internal aromatic alkynes and acetamides.

Publication types

  • Research Support, Non-U.S. Gov't