Synthesis of Cyanide-Functionalized Imidazo[1,5-a]quinolines via Copper-Mediated Aerobic Three-Component Cyclizations

被引：24
|
作者：
Feng, Cheng-Tao [1 ]
Wei, Hong-Juan [1 ]
Li, Jing [1 ]
Peng, Ya [1 ]
Xu, Kun [2 ]
机构：
[1] Anhui Univ Sci & Technol, Sch Chem Engn, Huainan 232001, Anhui, Peoples R China
[2] Nanyang Normal Univ, Engn Technol Res Ctr Henan Prov Solar Catalysis, Coll Chem & Pharmaceut Engn, Nanyang 473061, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 24期
关键词：
Imidazo[1; 5-a]quinoline; Copper catalysis; Cyanated heterocycle; C-H FUNCTIONALIZATION; REACTIONS EFFICIENT SYNTHESIS; AMINO-ACIDS; CATALYZED CYANATION; OXIDATIVE AMINATION; N-HETEROAROMATICS; IMIDAZO; BONDS; TRANSANNULATION; ACETONITRILE;
D O I：
10.1002/adsc.201801060
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A three-component cyclization of 2-methylquinolines, trimethylsilyl cyanide, and alkylamines or alpha-amino acids mediated by CuSO4 was developed. By employing oxygen as the clean oxidant, cyanated imidazo[1,5-a]quinolines were constructed with high efficiency for the first time. The loading of CuSO4 could be lowered to 20 mol% with a slightly diminished yield. The synthetic utility of this method is further highlighted by the gram-scale synthesis and tolerance of sensitive functional group.
引用
收藏
页码：4726 / 4730
页数：5
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