Metalation of 1, 3-dithiolanes. Mercaptan synthesis and carbonyl transposition

…, GM Georgiadis, HN Khatri, JE Bartmess

文献索引：Wilson, Stephen R.; Georgiadis, Gregory M.; Khatri, Hiralal N.; Bartmess, John E. Journal of the American Chemical Society, 1980 , vol. 102, # 10 p. 3577 - 3583

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被引用次数: 55

摘要

Abstract: The reaction of 1, 3-dithiolanes with n-butyllithium results in fragmentation to the corresponding thiocarbonyl compound followed by further reaction with n-butyllithium. All four types of thiocarbonyl reactions are observed: reduction, S-addition, C-addition, double addition. Synthetic applications of this reaction for the synthesis of secondary mercaptans and 1, 2-carbonyl transposition (23-, 24a-c) are described.