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Carboxylic Acid Functionalization Using Sulfoxonium Ylides as a Carbene Source

Fathima Febin Koothradan, Anusree Suresh Babu, Krishnendu P. Pushpakaran, Arumugam Jayarani and Chinnappan Sivasankar*

*Catalysis and Energy Laboratory, Department of Chemistry, Pondicherry University (A Central University), Puducherry 605014, India, Email: siva.chepondiuni.edu.in

F. F. Koothradan, A. S. Babu, K. P. Pushpakaran, A. Jayarani, C. Sivasankar, J. Org. Chem., 2022, 87, 10564-10575.

DOI: 10.1021/acs.joc.1c02632


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Abstract

Functionalization of carboxylic acids with sulfoxonium ylides in the presence of [VO(acac)2] provides α-carbonyloxy esters in good yield. Diazo compounds as usual carbene source failed.

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proposed mechanism



Key Words

α-hydroxylation, esters


ID: J42-Y2022