Tetrahedron letters

Non-cryogenic metalation of aryl bromides bearing proton donating groups: formation of a stable magnesio-intermediate

S Kato, N Nonoyama, K Tomimoto, T Mase

Index: Kato, Shinji; Nonoyama, Nobuaki; Tomimoto, Koji; Mase, Toshiaki Tetrahedron Letters, 2002 , vol. 43, # 41 p. 7315 - 7317

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Citation Number: 28

Abstract

Bromine–metal exchange of o-bromobenzoic acid (1) with Bu2Mg followed by n-BuLi was successfully carried out at non-cryogenic temperature (>− 20° C), and gave a stabilized metal species which smoothly reacted with several electrophiles. This methodology expanded to several other bromides bearing proton donating groups (PDGs).