A General and Highly Selective Cobalt-Catalyzed Hydrogenation of N-Heteroarenes under Mild Reaction Conditions

被引：142

作者：

Adam, Rosa ^{[1
]}

Cabrero-Antonino, Jose R. ^{[1
]}

Spannenberg, Anke ^{[1
]}

Junge, Kathrin ^{[1
]}

Jackstell, Ralf ^{[1
]}

Beller, Matthias ^{[1
]}

机构：

[1] Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 12期

关键词：

cobalt; homogeneous catalysis; hydrogenation; nitrogen heterocycles; phosphines; DEFINED IRON-CATALYST; ASYMMETRIC ALKENE HYDROGENATION; MANGANESE PINCER COMPLEXES; X-RAY CHARACTERIZATION; CARBON-DIOXIDE; HOMOGENEOUS HYDROGENATION; HETEROAROMATIC-COMPOUNDS; GALIPEA-OFFICINALIS; QUINOLINE COMPOUNDS; BASE-METAL;

D O I：

10.1002/anie.201612290

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, a general and efficient method for the homogeneous cobalt-catalyzed hydrogenation of N-heterocycles, under mild reaction conditions, is reported. Key to success is the use of the tetradentate ligand tris(2-(diphenylphosphino)phenyl)phosphine). This non-noble metal catalyst system allows the selective hydrogenation of heteroarenes in the presence of a broad range of other sensitive reducible groups.

引用

页码：3216 / 3220

页数：5

共 92 条

[1] An efficient one pot transfer hydrogenation and N-alkylation of quinolines with alcohols mediated by Pd/C/Zn [J].

Abarca, Belen ;

Adam, Rosa ;

Ballesteros, Rafael .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (09) :1826-1833

[2]

[Anonymous], 2014, ANGEW CHEM-GER EDIT

[3]

[Anonymous], 2010, ANGEW CHE, DOI DOI 10.1002/ANGE.201004263

[4]

[Anonymous], 2015, ANGEW CHE, DOI DOI 10.1002/ANGE.201502418

[5]

[Anonymous], 2016, ANGEW CHE

[6]

Bai, 2016, ANGEW CHEM, V128, P15885, DOI DOI 10.1002/ANGE.201609663

[7] Explaining the Size Dependence in Platinum-Nanoparticle-Catalyzed Hydrogenation Reactions [J].

Bai, Licheng ;

Wang, Xin ;

Chen, Qiang ;

Ye, Yifan ;

Zheng, Haoquan ;

Guo, Jinghua ;

Yin, Yadong ;

Gao, Chuanbo .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (50) :15656-15661

[8] Synthesis, absolute configuration and intermediates of 9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid (flumequine) [J].

Bálint, J ;

Egri, G ;

Fogassy, E ;

Böcskei, Z ;

Simon, K ;

Gajáry, A ;

Friesz, A .

TETRAHEDRON-ASYMMETRY, 1999, 10 (06) :1079-1087

[9] Screening of Heterogeneous Multimetallic Nanoparticle Catalysts Supported on Metal Oxides for Mono-, Poly-, and Heteroaromatic Hydrogenation Activity [J].

Beckers, Nicole A. ;

Huynh, Steven ;

Zhang, Xiaojiang ;

Luber, Erik J. ;

Buriak, Jillian M. .

ACS CATALYSIS, 2012, 2 (08) :1524-1534

[10] β-Phenylethylamines and the isoquinoline alkaloids [J].

Bentley, Kenneth W. .

NATURAL PRODUCT REPORTS, 2006, 23 (03) :444-463

← 1 2 3 4 5 6 7 8 9 10 →