NEW REACTIONS OF HALOPYRIDINES WITH BUTYLLITHIUM - PROPOSED MECHANISM OF METALATION AND BROMINE MIGRATION

被引：47

作者：

MALLET, M ^{[1
]}

QUEGUINER, G ^{[1
]}

机构：

[1] INST NATL SUPER CHIM IND ROUEN,F-76130 MT ST AIGNAN,FRANCE

来源：

TETRAHEDRON | 1979年 / 35卷 / 13期

关键词：

D O I：

10.1016/0040-4020(79)80026-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of n-butyllithium with 2-bromo-3-chloro pyridine as a function of temperature, the amount of n-butyllithium used and the order of introduction of the reagents, gives, besides bromine-lithium exchange, an unexpected métallation of the pyridine ring and bromine migration from the 3 to 4 position. A novel mechanism to explain this and the similar behavior of 3-bromo-2-fluoro pyridine with n-butyllithium is proposed. © 1979.

引用

页码：1625 / 1631

页数：7

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