Organic Chemistry Portal



Palladium-Catalyzed, Copper(I)-Promoted Methoxycarbonylation of Arylboronic Acids with O-Methyl S-Aryl Thiocarbonates

Ya-Fang Cao, Ling-Jun Li, Min Liu, Hui Xu* and Hui-Xiong Dai*

*Chinese Academy of Sciences Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Shanghai 201203, China, Email:,

Y.-F. Cao, L.-J. Li, M. Liu, H. Xu, H.-X. Dai, J. Org. Chem., 2020, 85, 4475-4481.

DOI: 10.1021/acs.joc.0c00198


O-methyl S-tolyl thiocarbonate is a versatile esterification reagent for palladium-catalyzed methoxycarbonylation of arylboronic acid in the presence of copper(I) thiophene-2-carboxylate (CuTC). The reaction conditions are mild and tolerate various sensitive substituents including -Cl, -Br, and -NH2.

see article for more examples

proposed mechanism

Key Words

carboxylation, arylboronic acids

ID: J42-Y2020