Reactions of Ketone Hydrazones and β-Keto Enamines with Disulfur Dichloride. New Synthesis of Thioketones and 5H-1, 2, 3-Dithiazoles

R Okazaki, K Inoue, N Inamoto

文献索引：Okazaki, Renji; Inoue, Kaoru; Inamoto, Naoki Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 11 p. 3541 - 3545

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被引用次数: 46

摘要

Ketone hydrazones react with disulfur dichloride in the presence of triethylamine to afford thioketones in good yields. The reaction mechanism involving N-thiosulfinylamine (R 2 C= N– N= S= S) and S-thioxothioketone (R 2 C= S= S) is proposed. The formation of t-butyl and di- 1-adamantyl thioketones even at low temperatures has been interpreted as steric congestion alone being not enough to stabilize the corresponding S-thioxothioketones. ...