HOTf-Catalyzed, Solvent-Free Oxyarylation of Ynol Ethers and Thioethers

J Org Chem. 2016 Jun 3;81(11):4861-8. doi: 10.1021/acs.joc.6b00535. Epub 2016 May 17.

Abstract

A novel HOTf-catalyzed oxyarylation of ynol ethers and thioethers has been realized with aryl sulfoxides as the oxyarylating reagents, providing α-arylated esters or thioesters in good to excellent yields. Notably, all atoms of the starting materials were incorporated in the product (100% atom economy) and the reaction proceeded under very mild conditions. It was found that the reaction can be ran under air and that the best yields are obtained under solvent-free conditions.

Publication types

  • Research Support, Non-U.S. Gov't