REACTIONS OF BETA-(LITHIOMETHYL)AZINES WITH NITRILES AS A ROUTE TO PYRROLOPYRIDINES, PYRROLOQUINOLINES, PYRROLOPYRAZINES, PYRROLOQUINOXALINES AND PYRROLOPYRIMIDINES

被引:53
作者
DAVIS, ML [1 ]
WAKEFIELD, BJ [1 ]
WARDELL, JA [1 ]
机构
[1] UNIV SALFORD,DEPT CHEM & APPL CHEM,COCKCROFT BLDG,SALFORD M5 4WT,LANCS,ENGLAND
关键词
BETA-METHYLAZINES AND DIAZINES; DEPROTONATION; NITRILES; CYCLIZATION; PYRROLOPYRIDINES AND RELATED HETEROCYCLES;
D O I
10.1016/S0040-4020(01)88196-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deprotonation of 3-methylpyridine, followed by reaction with benzonilile, gives an intermediate which, on treatment with additional strong base, cyclises to give 2-phenyl[1H]-pyrrolo[2,3-b]pyridine. The application of this type of reaction to a variety of nitriles and beta-methylazines (pyridines, quinolines, pyridines, quinoxalines and pyrimidines) is described.
引用
收藏
页码:939 / 952
页数:14
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