Rhodium-Catalyzed Intramolecular Transannulation Reaction of Alkynyl Thiadiazole Enabled 5,n-Fused Thiophenes

J Org Chem. 2017 Feb 3;82(3):1437-1447. doi: 10.1021/acs.joc.6b02614. Epub 2017 Jan 25.

Abstract

A method for the synthesis of a wide range of fused thiophenes, including those fused with lactams, lactones, or cyclic ethers, was developed from a rhodium-catalyzed intramolecular transannulation reaction of alkynyl thiadiazoles. This transannulation reaction provides an efficient platform for the construction of a variety of 5,n-fused thiophenes from readily available starting materials together with the release of molecular nitrogen.

Publication types

  • Research Support, Non-U.S. Gov't