Unsupported Nanoporous Gold-Catalyzed Chemoselective Reduction of Quinolines Using Formic Acid as a Hydrogen Source

被引：9
|
作者：
Butt, Madiha [1 ]
Zhao, Yuhui [1 ]
Feng, Xiujuan [1 ]
Lu, Ye [1 ,3 ]
Jin, Tienan [2 ]
Yamamoto, Yoshinori [1 ,2 ]
Bao, Ming [1 ]
机构：
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China
[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808577, Japan
[3] Inner Mongolia Univ Nationalities, Coll Chem & Chem Engn, NII, Inner Mongolia Key Lab Carbon Nanomat, Tongliao 028000, Peoples R China
来源：
CHEMISTRYSELECT | 2019年 / 4卷 / 21期
基金：
中国国家自然科学基金;
关键词：
AuNPore; quinoline; HCO2H; reduction; 1; 2; 3; 4-tetrahydroquinolines; ASYMMETRIC TRANSFER HYDROGENATION; HIGHLY ENANTIOSELECTIVE HYDROGENATION; N-HETEROAROMATIC COMPOUNDS; SELECTIVE HYDROGENATION; PALLADIUM NANOPARTICLES; HOMOGENEOUS HYDROGENATION; RUTHENIUM NANOPARTICLES; MILD CONDITIONS; VERSATILE; RHODIUM;
D O I：
10.1002/slct.201901309
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The unsupported nanoporous gold (AuNPore) is demonstrated to be an active and stable heterogeneous catalyst for chemoselective transfer hydrogenation of quinolines using bio-renewable formic acid (HCO2H) as hydrogen source. The AuNPore-catalyzed transfer hydrogenation of quinolines proceeded smoothly in the presence of low amounts of HCO2H at a relatively low temperature to produce the desired 1,2,3,4-tetrahydroquinolines (py-THQs) in good to excellent yields. Mechanistic studies revealed that the AuNPore-catalyzed transfer hydrogenation of quinolines proceeded through a sequence of 1,4-hydride addition, isomerization, and 1,2-hydride addition. This operationally simple protocol offers a practical alternative to the currently known methods for chemoselective quinoline reduction.
引用
收藏
页码：6572 / 6577
页数：6
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