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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… Click to show full abstract
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. GRAPHICAL ABSTRACT
Journal Title: Journal of Sulfur Chemistry
Year Published: 2019
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