Successive Cycloadditions between 4-Fluoro-5-trifluoromethyl-1,2-dithiole-3-thione and Dimethyl Acetylenedicarboxylate: New Fluorinated Thiaheterocycles through New Reaction Mechanisms

doi:10.1002/EJOC.200300036

Paper

Successive Cycloadditions between 4-Fluoro-5-trifluoromethyl-1,2-dithiole-3-thione and Dimethyl Acetylenedicarboxylate: New Fluorinated Thiaheterocycles through New Reaction Mechanisms

Published Jul 1, 2003 · V. Timoshenko, J. Bouillon, A. N. Chernega

European Journal of Organic Chemistry

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Abstract

The cycloaddition reaction between dimethyl 2-(1-fluoro-2-trifluoromethyl-2-thioxoethylidene)-1,3-dithiole-4,5-dicarboxylate and dimethyl acetylenedicarboxylate proceeds efficiently under irradiation conditions in air. A study of the reaction conditions resulted in the proposal of a chain mechanism initiated by a photochemically induced single-electron transfer to oxygen. On the other hand, the cycloadduct can be transformed into a rearranged hydroxylated product by filtration through silica gel. Either the cycloadduct or its rearranged product can be obtained selectively in a one-pot process from the parent 1,2-dithiole-3-thione. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

Study Snapshot

The cycloaddition reaction between dimethyl 2-(1-fluoro-2-trifluoromethyl-2-thioxoethylidene)-1,3-dithiole-4,5-dicarboxylate and dimethyl acetylenedicarboxylate efficiently produces

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Successive Cycloadditions between 4-Fluoro-5-trifluoromethyl-1,2-dithiole-3-thione and Dimethyl Acetylenedicarboxylate: New Fluorinated Thiaheterocycles through New Reaction Mechanisms

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