BROMINE-LITHIUM EXCHANGE ON BROMO-8-HYDROXYQUINOLINES VIA FORMATION OF THEIR SODIUM-SALTS

被引：12

作者：

MONGIN, F ^{[1
]}

FOURQUEZ, JM ^{[1
]}

RAULT, S ^{[1
]}

LEVACHER, V ^{[1
]}

GODARD, A ^{[1
]}

TRECOURT, F ^{[1
]}

QUEGUINER, G ^{[1
]}

机构：

[1] INST NATL SCI APPL ROUEN, IRCOF, CNRS, CHIM FINE & HETEROCYCL LAB, F-76131 MONT ST AIGNAN, FRANCE

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 46期

关键词：

D O I：

10.1016/0040-4039(95)01776-E

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and versatile method is reported for the preparation of 8-hydroxyquinoline derivatives by reaction of n-butyllithium with 5,7-dibromo-g-hydroxyquinoline 2 and 7-bromo-8-hydroxyquinoline 1 as their sodium salts. Thus, bromine-lithium exchange reaction on compound 2, highly regioselective, gave after addition of various electrophiles, 5-substituted 7-bromo-8-hydroxyquinolines 4a-j in moderate to good yields. The same procedure was also applicable to 7-bromo-8-hydroxyquinoline 1 which led to 7-substituted 8-hydroxyquinolines 3a-b.

引用

页码：8415 / 8418

页数：4

共 17 条

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