Nucleophilic substitutions of unactivated vinyl halides with alkanethiolate anions in hexamethylphosphoramide

…, M Tingoli, D Chianelli, M Montanucci

文献索引：Tiecco, Marcello; Testaferri, Lorenzo; Tingoli, Marco; Chianelli, Donatella; Montanucci, Manuela Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 4795 - 4800

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被引用次数: 46

摘要

The reactions of unactivated vinyl halides with the sodium salts of alkanethiols in HMPA gave vinyl alkyl sulfides in high yields. These reactions occur with complete retention of configuration. With di-, tri-, and tetrachloroethylenes all the chlorine atoms are substituted by alkylthio groups. By treatment with alkanethiolates the vinyl sulfides me dealkylated to give the sodium salts of the ene thiols. By reaction with sodium all the alkylthio groups present ...