The Journal of Organic Chemistry

4-Bromo-2-sulfolenes. Butadienyl cation equivalents

TS Chou, SC Hung, HH Tso

文献索引：Chou, Ta-shue; Hung, Su Chun; Tso, Hsi-Hwa Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3394 - 3399

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被引用次数: 49

摘要

4-Bromo-2-sulfolene and 4-bromo-3-methyl-2-sulfolene react with alkylcuprates to give direct substitution products, with vinyl-or phenylcuprates or sulfur-containing nucleophiles to give allylic substitution products, and with strongly basic nucleophiles to give elimination products. The allylic substitution products and the isomerized direct substitution products are precursors for substituted 1, 3-butadienes. Thus, these 4-bromo-2-sulfolenes serve as ...