Tributylmagnesium ate complex-mediated novel bromine–magnesium exchange reaction for selective monosubstitution of dibromoarenes
T Iida, T Wada, K Tomimoto, T Mase
Index: Iida, Takehiko; Wada, Toshihiro; Tomimoto, Koji; Mase, Toshiaki Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4841 - 4844
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Citation Number: 111
Abstract
Lithium tributylmagnesate complex (n-Bu3MgLi), readily prepared from n-BuLi and n- BuMgCl (2: 1), is a novel metallation agent. It is quite efficient for the selective mono-bromine– magnesium exchange of 2, 6-dibromopyridine (1) under non-cryogenic conditions (at− 10° C) to give a stable magnesate intermediate. Subsequent treatment with DMF gave 6-bromo- 2-formylpyridine (3) in excellent yield. This method is also applicable for selective ...
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