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Tetrahedron

Pseudohalogen chemistry—VII11Part VI: RG Guy and JJ Thompson, Tetrahedron 34, 541 (1978).: Addition of thiocyanogen to alkynes

…, S Cousins, DM Farmer, AD Henderson, CL Wilson

文献索引:Guy, R. G.; Cousins, S.; Farmer, D. M.; Henderson, A. D.; Wilson, C. L. Tetrahedron, 1980 , vol. 36, p. 1839 - 1842

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被引用次数: 12

摘要

Thiocyanogen does not react with simple alkynes under heterolytic conditions in benzene at 20-25°. Under homolytic conditions, addition occurs readily giving mixtures of E-and Z- dithiocyanatoalkenes with high E: Z ratios; prolonged treatment with excess reagent also leads to mixtures of the dithiocyanatoalkenes but usually with lower E: Z ratios. A radical- chain mechanism, involving preferential anti-addition of thiocyanogen in an initial ...