Directed Additions of 2-Arylpyridines and Related Substrates to Cyclic Imines through Rhodium-Catalyzed C-H Functionalization

被引:49
作者
Parthasarathy, Kanniyappan [1 ]
Azcargorta, Ane Rebolledo [1 ]
Cheng, Ying [1 ]
Bolm, Carsten [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
N BOND FORMATION; ENANTIOSELECTIVE ADDITION; HETEROAROMATIC-COMPOUNDS; ARYL KETONES; ACTIVATION; ISOCYANATES; ALDEHYDES; AMIDATION; KETIMINES; ALKYNES;
D O I
10.1021/ol500918t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium-catalyzed C-H functionalizations have been used for ortho-directed additions of 2-arylpyridines and (hetero)aryl-substituted pyrimidines, isoquinolines, and benzo[h]quinolones to cyclic imines. The resulting amino-functionalized products are formed in good to high yields.
引用
收藏
页码:2538 / 2541
页数:4
相关论文
共 54 条
[1]   Acylsilanes in Rhodium(III)-Catalyzed Directed Aromatic C-H Alkenylations and Siloxycarbene Reactions with C-C Double Bonds [J].
Becker, Peter ;
Priebbenow, Daniel L. ;
Pirwerdjan, Ramona ;
Bolm, Carsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (01) :269-271
[2]  
Bolm C, 2001, ANGEW CHEM INT EDIT, V40, P3285
[3]   Cu-Rh Redox Relay Catalysts for Synthesis of Azaheterocycles via C-H Functionalization [J].
Chiba, Shunsuke .
CHEMISTRY LETTERS, 2012, 41 (12) :1554-1559
[4]   Rhodium Catalyzed Chelation-Assisted C-H Bond Functionalization Reactions [J].
Colby, Denise A. ;
Tsai, Andy S. ;
Bergman, Robert G. ;
Ellman, Jonathan A. .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :814-825
[5]   Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation [J].
Colby, Denise A. ;
Bergman, Robert G. ;
Ellman, Jonathan A. .
CHEMICAL REVIEWS, 2010, 110 (02) :624-655
[6]   Rhodium-Catalyzed Oxidative Annulation of Sulfoximines and Alkynes as an Approach to 1,2-Benzothiazines [J].
Dong, Wanrong ;
Wang, Long ;
Parthasarathy, Kanniyappan ;
Pan, Fangfang ;
Bolm, Carsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (44) :11573-11576
[7]   Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds [J].
Fagnou, K ;
Lautens, M .
CHEMICAL REVIEWS, 2003, 103 (01) :169-196
[8]  
Fukumoto Y, 2002, ANGEW CHEM INT EDIT, V41, P2779, DOI 10.1002/1521-3773(20020802)41:15<2779::AID-ANIE2779>3.0.CO
[9]  
2-J
[10]   Chiral olefin Ligands - New "Spectators" in asymmetric catalysis [J].
Glorius, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (26) :3364-3366