New Benzotriazole and Benzimidazole Scaffolds from Ugi-Smiles Couplings of Isocyanides

被引：45

作者：

Coffinier, Didier ^{[1
]}

El Kaim, Laurent ^{[1
]}

Grimaud, Laurence ^{[1
]}

机构：

[1] Ecole Natl Super Tech Avancees, Lab Chim & Procedes, F-75739 Paris 15, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 04期

关键词：

SUBSTITUTED BENZIMIDAZOLES; MULTICOMPONENT REACTIONS; COMBINATORIAL SYNTHESIS; BIOLOGICAL-ACTIVITY; PHASE SYNTHESIS; DERIVATIVES; AMMONIA; DESIGN; CHEMISTRY; DEALLYLATION;

D O I：

10.1021/ol8029438

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

When allylamine is used as the amino input in Ugi-Smiles couplings of o-nitrophenols, the resulting adducts can be deallylated by a palladium-catalyzed process leading to a formal Ugi-Smiles coupling with ammonia. This new sequence, combined with hydrogenolysis of the nitro group, offers an interesting multicomponent entry to benzotriazole and benzimidazole scaffolds.

引用

页码：995 / 997

页数：3

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