Nickel-catalyzed olefination of cyclic benzylic dithioacetals by Grignard reagents. Scope and mechanism

…, X Shi, YL Tzeng, MC Wang, TY Luh

文献索引：Ni, Zhi-Jie; Mei, Nai-Wen; Shi, Xian; Tzeng, Yih-Ling; Wang, Maw Cherng; Luh, Tien-Yau Journal of Organic Chemistry, 1991 , vol. 56, # 12 p. 4035 - 4042

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被引用次数: 32

摘要

The details of the first nickel-catalyzed olefination of cyclic dithioacetals to form substituted styrenes and aryl-substituted 1, a-pentadienes are described. The reaction represents a new synthetic use of the dithioacetal functionality. Only nickel complexes catalyzed these cross- coupling reactions; palladium complexes displayed no catalytic activity under the reaction conditions employed. Selective coupling occurred. A mechanism for the reaction is ...