NEW REACTION OF QUINOLINE - REGIOSELECTIVE METALATION OF FLUOROQUINOLINES

被引:35
作者
MARSAIS, F [1 ]
BOULEY, E [1 ]
QUEGUINER, G [1 ]
机构
[1] INST SCI HAUTE NORMANDIE,F-76130 MT ST AIGNAN,FRANCE
关键词
D O I
10.1016/S0022-328X(00)82650-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Butyllithium reacts with fluoroquinolines giving 1,2-addition products. This reaction leads to various fluorinated 2-butyl-1,2-dihydroquinolines which are substituted at the nitrogen atom. The addition of butyllithium is unavoidable even at low temperature and it hinders metallation reactions. However, we have succeeded in metallating fluoroquinolines by using lithium diisopropylamide, which is as reactive but less nucleophilic as butyllithium. This reaction is highly regioselective; satisfactory yields of metallated products are obtained. © 1979.
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页码:273 / 282
页数:10
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