Palladium-catalyzed regiodivergent hydrochlorocarbonylation of alkenes for formation of acid chlorides

• DOI: 10.1038/s41467-023-38748-3
• Publication Date: 2023-05-31T18:11:38Z
• Authors: Fei Wu; Bo Wang; Na-Qi Li; Hui-Yi Yang; Zhi-Hui Ren; Zheng-Hui Guan
• Keywords: Chlorosilane; Reductive elimination; Alkene; Migratory insertion

Novel strategy for acid chlorides formation that do not use carboxylic acids is particularly attractive in chemical synthesis but remains challenging. Herein, we reported the development of a highly effective Pd-catalyzed hydrochlorocarbonylation alkenes with CO alkyl chlorides. Chlorosilane and AcOH were found as mild HCl source reaction. The reaction shows broad substrate scope produces both branched linear good to high yields upon different ligands solvents. Cooperating follow-up acylation reactions, offers complementary platform diverse carbonyl compounds from alkenes. Mechanistic investigations suggested proceeded though palladium hydride pathway, prompted reductive elimination acyl-Pd-Cl intermediate.