An expedient and facile route for the general synthesis of 3-aryl substituted 1,2,3-triazolo[1,5-a][1,4]benzodiazepin-6-ones and 1,2,3-triazolo[1,5-a][1,5] benzodiazocin-7-ones

被引：20

作者：

Chowdhury, Chinmay ^{[1
]}

Sasmal, Anup Kumar ^{[1
]}

Achari, Basudeb ^{[1
]}

机构：

[1] Indian Inst Chem Biol, CSIR, Div Chem, Kolkata 700032, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 21期

关键词：

INTRAMOLECULAR AZIDE; DERIVATIVES; BENZODIAZEPINE; ANALOGS; 1,4-BENZODIAZEPINES; CYCLOADDITIONS; CYCLIZATION; FLUMAZENIL; TRIAZOLAM; LIGANDS;

D O I：

10.1039/c0ob00217h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe herein a convenient approach for the general synthesis of novel tricyclic scaffolds incorporating a fusion of the 1,2,3-triazole ring with difficultly obtainable medium sized rings such as [1,4] benzodiazepin-5-ones and [1,5]benzodiazocin-6-ones through Sonogashira coupling of an aryl iodide with 2-amino-N-methyl-N-(prop-2-ynyl) benzamide or homologue followed by in situ diazotisation, azidation and cycloaddition reactions. The strategy also allows easy accessibility of the corresponding amide-reduced analogues. The operational simplicity and easy substrate availability make the process cost effective and practical.

引用

页码：4971 / 4977

页数：7

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