Photocatalyst- and Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

Org Lett. 2021 Mar 19;23(6):2078-2083. doi: 10.1021/acs.orglett.1c00235. Epub 2021 Feb 26.

Abstract

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.