A versatile route to 2-alkyl-/aryl-amino-3-formyl- and heteroannelated-chromones, through a facile nucleophilic substitution at C2 in 2-(N-methylanilino)-3-formylchromones

被引:88
作者
Singh, G [1 ]
Singh, R [1 ]
Girdhar, NK [1 ]
Ishar, MPS [1 ]
机构
[1] Guru Nanak Dev Univ, Dept Pharmaceut Sci, Amritsar 143005, Punjab, India
关键词
chromones; substitution; addition elimination; diazepines; heterocycles;
D O I
10.1016/S0040-4020(02)00128-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The N-methylanilino group in 2-(N-methylanilino)-3-formylchromones, obtained in high yield by rearrangement of C(4-oxo-4H[1]-benzopyran-3-yl)-N-phenylnitrones to 2-aniline-3-formyl-chromones followed by N-methylation, undergoes facile nucleophilic substitution by a variety of nitrogen nucleophiles, thereby paving the way for synthesis of a variety of novel 2-substituted-3-formylchromone derivatives as well as hetero-annelated chromones. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:2471 / 2480
页数:10
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