Merging Photocatalytic C-O Cross-Coupling for α-Oxycarbonyl-β-ketones: Esterification of Carboxylic Acids via a Decarboxylative Pathway

Soumya Mondal, Subal Mondal, Siba P. Midya, Suman Das, Sahidul Mondal and Pradyut Ghosh*

*School of Chemical Sciences, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Kolkata, West Bengal 700032, India, Email: icpgiacs.res.in

S. Mondal, S. Mondal, S. P. Midya, S. Das, S. Mondal, P. Ghosh, Org. Lett., 2023, 25, 184-189.

DOI: 10.1021/acs.orglett.2c04041

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Abstract

A photocatalytic decarboxylation of α,β-unsaturated acids followed by a C-O cross-coupled esterification provides α-oxycarbonyl-β-ketones. Water as the source of oxygen for the ketone segment and aerial oxygen as an oxidant make the present dual Ir/Pd-catalytic methodology green and sustainable.

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[Ir(dF(CF₃)ppy)₂(dtbbpy)]PF₆

proposed mechanism

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Key Words

hydroxy ketones, esters, air, photochemistry

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ID: J54-Y2023