Hard acid and soft nucleophile systems. 8. Reductive dehalogenation of o-and p-halophenols and their derivatives

M Node, T Kawabata, K Ohta, M Fujimoto…

文献索引：Node, Manabu; Kawabata, Takeo; Ohta, Keiichiro; Fujimoto, Mayumi; Fujita, Eiichi; Fuji, Kaoru Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3641 - 3643

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被引用次数: 10

摘要

6! 8 9 tions. The rate of reaction was considerably retarded when an electron-withdrawing group was attached to the aromatic ring (run 6 in Table I). Thus, methyl 5-bromo-2- methoxybenzoate (3) did not afford the corresponding dehalogenated product but gave methyl 5-bromosalicylate (4) under the standard conditions. Notably, with compounds which tends to form a benzylic cation like the aldehyde 5 and the dithioacetal6 the reaction was ...