Base-Catalyzed Transesterification of Thionoesters
Josiah J. Newton, Robert Britton, Chadron M. Friesen*
*Department of Chemistry, Trinity Western University, Langley, British Columbia V2Y 1Y1, Canada, Email: chad.friesentwu.ca
J. J. Newton, R. Britton, C. M. Friesen, J. Org. Chem., 2018, 83, 12784-12792.
DOI: 10.1021/acs.joc.8b02260
Abstract
A base-catalyzed transesterification enables a convenient synthesis of thionoesters in very good yields and short reaction times. Benzyl and alkyl thionobenzoates and thionoheterobenzoates were efficiently prepared using various alcohols catalyzed by the corresponding sodium alkoxide, while simultaneously driving the reaction toward completion through the removal of the methanol byproduct.
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Key Words
ID: J42-Y2018