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
收藏
页码：3491 / 3494
页数：4
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