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Cycloaddition reactions of polyfluoroalkylthioncarboxylic acid derivatives with dimethyl acetylenedicarboxylate (DMAD)
Authors:A.V Rudnichenko
Affiliation:Department of Organosulfur Compounds, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street, 5, 02094 Kiev-94, Ukraine
Abstract:
Polyfluoroalkyldithiocarboxylates react with dimethyl acetylenedicarboxylate (DMAD) to give 2-polyfluoroalkyl-1,3-dithioles and/or 2-polyfluoroalkylidene-1,3-dithioles depending on the substituent at the thiolic sulfur atom and on the length of the polyfluoroalkyl chain. Amides of polyfluoroalkylthioncarboxylic acids with DMAD give 2-methoxy-2-polyfluoroalkyl-5-methoxycarbonylmethylene-thiazolidin-4-ones.
Keywords:Dithioesters   Thioamides   Dimethyl acethylenedicarboxylate cycloaddition   1,3-Dithiole   Thiazolidinone   Thiazoline
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