Bromine-Lithium exchange on bromo-8-hydroxyquinolines via formation of their sodium salts
作者:Florence Mongin、Jean-Marie Fourquez、Stéphanie Rault、Vincent Levacher、Alain Godard、François Trécourt、Guy Quéguiner
DOI:10.1016/0040-4039(95)01776-e
日期:1995.11
A short and versatile method is reported for the preparation of 8-hydroxyquinoline derivatives by reaction of n-butyllithium with 5,7-dibromo-8-hydroxyquinoline 2 and 7-bromo-8-hydroxyqumoline 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
据报道,通过使正丁基锂与作为钠盐的5,7-二溴-8-羟基喹啉2和7-溴-8-羟基喹啉1反应,制备8-羟基喹啉衍生物的一种短而通用的方法。因此,在区域2上具有高区域选择性的溴-锂交换反应在添加各种亲电试剂后以中等至良好的产率产生了5-取代的7-溴-8-羟基喹啉4a-j。相同的方法也适用于产生7-取代的8-羟基喹啉3a-b的7-溴-8-羟基喹啉1。