Reactivity studies on 4-aminopyrones:: Access to benzimidazole and benzimidazolone derivatives

被引:45
作者
Amari, M
Fodili, M
Nedjar-Kolli, B
Hoffmann, P
Périé, J
机构
[1] USTHB, Fac Chim, Algiers, Algeria
[2] Univ Paul Sabatier, UMR 5068, Lab Synth & Physicochim Mol Interet Biol, Grp Chim Organ Biol, Toulouse, France
关键词
D O I
10.1002/jhet.5570390429
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of pyrone 1a or tetronic acid 1b with o-phenylenediamine derivatives gave enaminone compounds 2. When reacting with different electrophiles, these intermediates allowed versatile access to different heterocyclic structures: when DMA derivatives or triphosgene was used, cyclization occurred through nitrogen, leading to benzimidazoles 3 and benzimidazolones 4, respectively, while reaction with benzaldehyde yielded benzodiazepines 5.
引用
收藏
页码:811 / 816
页数:6
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