- Base-Catalyzed Transesterification of Thionoesters
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Here we report a convenient synthesis of thionoesters by base-catalyzed transesterification. Benzyl and alkyl thionobenzoates and thionoheterobenzoates were efficiently prepared using various alcohols catalyzed by the corresponding sodium alkoxide. This methodology features a broad substrate scope, good to excellent yields, short reaction times, while simultaneously driving the reaction toward completion through the removal of the methanol byproduct. We also report the conversion of a small collection of thionobenzoates into the corresponding α,α-difluorobenzyl ethers to demonstrate the conversion of alcohols into difluorobenzyl or difluoroheterobenzyl ethers, a process that could prove useful for lead optimization in medicinal chemistry.
- Newton, Josiah J.,Britton, Robert,Friesen, Chadron M.
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p. 12784 - 12792
(2018/10/20)
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- Process for producing thionocarboxylic acid ester
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The present invention provides a process comprising reacting a halogenated thiocarbonyl compound represented by Formula (1): wherein Ar is an optionally substituted aryl group and X is a halogen atom, with an Grignard compound represented by Formula (2):
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Page/Page column
(2014/05/06)
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