Synthesis of Chiral 3-Substituted 1,3,4,5-Tetrahydro-1,4-benzodiazepin-2-ones via a Domino Copper-Catalyzed SN2/Coupling Reaction

被引：7

作者：

Lu, Dongming ^{[1
]}

Ma, Chang ^{[1
]}

Yuan, Shuai ^{[1
]}

Zhou, Lihong ^{[1
]}

Zeng, Qingle ^{[1
]}

机构：

[1] Chengdu Univ Technol, Coll Mat & Chem & Chem Engn, Inst Green Catalysis & Synth, Chengdu 610059, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2015年 / 357卷 / 16-17期

基金：

中国国家自然科学基金;

关键词：

alpha-amino acid amides; cross-coupling; domino reactions; nucleophilic substitution; 1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-ones; C-N; KINETIC RESOLUTION; DERIVATIVES; HALIDES;

D O I：

10.1002/adsc.201500477

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A novel protocol for the facile synthesis of chiral 3-substituted 1,3,4,5-tetrahydrobenzo[e] [1,4]diazepin-2-ones via a domino reaction has been developed, which involves a cascade of S(N)2 nucleophilic substitution and copper-catalyzed C-N coupling reactions of a-amino acid amides and orthohalobenzyl halides. This protocol has some merits, such as one-pot process, easy operation, a wide scope of substrates. Furthermore, no heavy racemization occurs during the reaction.

引用

页码：3491 / 3494

页数：4

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