The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids

F Gohier, AS Castanet, J Mortier

文献索引：Moyroud, Joel; Guesnet, Jean-Luc; Bennetau, Bernard; Mortier, Jacques Bulletin de la Societe Chimique de France, 1996 , vol. 133, # 2 p. 133 - 141

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被引用次数: 33

摘要

By treatment with s-BuLi, s-BuLi/TMEDA, or t-BuLi at~-78° C, 4-fluoro-and 4-chlorobenzoic acids (1a, b) are metalated preferentially in the position adjacent to the carboxylate. A complete reversal in regioselectivity is observed for 1a when treated with LTMP; a