On the reactions of dimethylsulfoxide with acyl fluorides - pummerer rearrangements and formation of monofluoromethyl esters

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Abstract

In stoichiometry-dependent reactions, dimethylsulfoxide (DMSO) reacts with acyl fluorides, RfC(O)F (Rf = F, CF3), to yield CH3SCH2F and RfC(O)OCH2F, while CH3SCH2Cl and FC(O)OCH2Cl are obtained with COClF. Oxalyl difluoride, C2O2F2, reacts with DMSO to give CH3SCH2F and FCH2OCH2F. © 1985.

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Lange, H. G., & Shreeve, J. M. (1985). On the reactions of dimethylsulfoxide with acyl fluorides - pummerer rearrangements and formation of monofluoromethyl esters. Journal of Fluorine Chemistry, 28(2), 219–227. https://doi.org/10.1016/S0022-1139(00)81144-6

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