Copper(ii)-catalyzed cascade Csp2–P/C–C bond formation to construct benzo[d]thiazol-2-ylphosphonates

Abstract

A novel, copper(II)-catalyzed cascade Csp²–P/C–C bond formation in o-haloaryl isothiocyanates with organophosphorus esters has been developed under mild conditions. A series of benzo[d]thiazol-2-ylphosphonates were synthesized in moderate to good yields. Different from the traditional method of obtaining these scaffolds with radical reactions, the method proposed allows accessing them via ionic reactions and has the advantages of easy access to raw materials and simple operation. Finally, we carried out a gram-scale experiment to further demonstrate the scalability of this strategy in the efficient synthesis of benzo[d]thiazol-2-ylphosphonates.