Herein, we report an efficient route for coumarin C3-C4 fused imidazole scaffolds via indium chloride-mediated single-step transformation of 4-azido-coumarin with amines/aldehydes and coumarin C3-C4 fused 5-substituted-1,4-benzodiazepine scaffolds with 1,2-azide-nitrogen migration through two-step sequential synthesis via the transitory intermediacy of 2,3-bridged-2H-azirine. A plausible mechanistic pathway has been proposed from the control/entrapment experiments and 1H-NMR studies. This protocol provides the reaction condition-dependent product selectivity, structural diversification, and excellent yields.

中文翻译：

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4-叠氮香豆素向香豆素 C3-C4 稠合咪唑和 5-取代-1,4-苯二氮卓支架的反应过程依赖性区域特异性转化


在此，我们报告了一种香豆素 C3-C4 融合咪唑支架的有效途径，通过氯化铟介导的 4-叠氮基香豆素与胺/醛的一步转化和香豆素 C3-C4 融合的 5-取代-1,4-苯二氮卓支架通过 2,3-桥接-2H-氮丙啶的短暂中间体，通过两步顺序合成实现 1,2-叠氮氮迁移。从控制/包埋实验和 1H-NMR 研究中提出了一种合理的机制途径。该方案提供了反应条件依赖的产物选择性、结构多样化和优异的产率。