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Bulletin of the Chemical Society of Japan

Studies of Thioiminocarbonates. I. The Formation and Decomposition of O-Alkyl S-Aryl Thioiminocarbonates in the Reaction of Aryl Thiocyanates with Alcohols in the …

K Tanaka, J Hayami, A Kaji

文献索引:Tanaka,K. et al. Bulletin of the Chemical Society of Japan, 1971 , vol. 44, p. 2815 - 2820

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被引用次数: 8

摘要

The reactions of aryl thiocyanates (I) with alcohol in the presence of cyanide ion were found to give alkyl aryl sulfides (III). The intermediate was isolated in the case of p-tolyl thiocyanate with methanol at 0° C and was determined to be O-methyl Sp-tolyl thioiminocarbonate (IIa) on the basis of NMR and IR spectral studies. The treatment of IIa with the cyanide ion afforded methyl p-tolyl sulfide (IIIa) in a high yield. When a mixture of an equimolecular ...