Modified Riemschneider reaction as a new route for the synthesis of coumarinyl and 1-aza coumarinyl thioethers |
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| Authors: | Netravati Khanapurmath G. N. Anil Kumar |
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| Affiliation: | 1. Department of Studies in Chemistry, Karanatak University, Dharwad, KA, India;2. Department of Physics, M.S. Ramaiah Institute of Technology, Bangalore, KA, India |
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| Abstract: | Reaction of 4-thiocyanatomethyl-coumarins/1-aza-coumarins with alcohols has been investigated. In the case of primary and secondary alcohols, the reaction resulted in the formation of thiols. Reactions with tertiary-alcohols have resulted in the formation of thioethers. Structures of thermally stable thioethers have been confirmed by X-ray studies. Based on kinetic studies using fluorescence, a plausible mechanism involving decarboxylative C–S bond formation has been proposed for the modified Riemschneider reaction. |
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| Keywords: | 4-thiocyanatomethyl-coumarins/1-aza-coumarins thioethers Riemschneider reaction fluorescence decarboxylative |
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