Electrochemically Driven Denitrogenative Thiolation of 1,2,3-Benzotriazin-4(3H)-ones with Thiols.

Abstract

Herein, the electrochemical denitrogenative thiolation of 1,2,3-benzotriazin-4(3H)-ones with thiols was developed, providing o-thiolated benzamides. This method avoids the use of directing groups and proceeds smoothly at room temperature under air, without adding any transition metal catalyst, ligand, or external redox agent. Radical trapping experiments, control experiments, and cyclic voltammetry (CV) studies elucidate a plausible reaction mechanism. Notably, the synthetic utility of this protocol is further demonstrated by late-stage derivatization of the product.

Abstract as supplied by the indexing source. © the authors / publisher.