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Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Han Cao, Xuejing Liu*, Fusheng Bie, Yijun Shi, Ying Han, Peng Yan, Michal Szostak* and Chengwei Liu*

*Zaozhuang University, Shandong 277160, China; Rutgers University, New Jersey 07102, United States; University of Oxford, Oxford OX1 3TA, United Kingdom, Email: lxj3786749126.com, michal.szostakrutgers.edu, chengwei.liuchem.ox.ac.uk

H. Cao, X. Liu, F. Bie, Y. Shi, Y. Han, P. Yan, M. Szostak, C. Liu, J. Org. Chem., 2021, 86, 10829-10837.

DOI: 10.1021/acs.joc.1c01117


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Abstract

[Rh(cod)Cl]2 catalyzes a decarbonylative synthesis of valuable thioethers from thioesters in the absence of phosphine ligands, inorganic bases, and other additives. This thioetherification offers excellent group tolerance to aryl chlorides and bromides, gram scale synthesis, and late-stage pharmaceutical derivatization.

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Key Words

diaryl sulfides


ID: J42-Y2021