Categories: C-O Bond Formation > Synthesis of carboxylic acids >
Synthesis of carboxylic acids by hydrolysis of thioacids and related compounds
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Visible-light promotes an atomic substitution reaction of thiocacids to afford
various alkyl and aryl carboxylic acids in over 90% yields with dimethyl
sulfoxide (DMSO) as the oxygen source. The atomic substitution process proceeds
smoothly through the photochemical reactivity of the formed hydrogen-bonding
adduct between thioacids and DMSO.
R. Wang, K.-j. Xie, Q. Fu, M. Wu, G.-f. Pan, W.-w. Lou, F.-S. Liang, Org. Lett.,
2022, 24, 2020-2024.
Simple, mild, and environmentally friendly procedures for the direct conversion
of dithioesters into either carboxylic acids or esters using hydrogen peroxide
under alkaline conditions are described.
F. Grellepois, C. Portella, Synthesis, 2008, 3443-3446.