Pd(PPh3)4-Catalyzed Buchwald-Hartwig Amination ofAryl Fluorosulfonates with Aryl Amines

被引:21
作者
Lim, Taehyun [1 ]
Byun, Sangmoon [1 ]
Kim, B. Moon [1 ]
机构
[1] Seoul Natl Univ, Dept Chem, Coll Nat Sci, Seoul 151747, South Korea
关键词
amination; fluorosulfonates; ligand; palladium; sulfuryl fluoride; PALLADIUM-CATALYZED AMINATION; CROSS-COUPLING REACTIONS; C-N; HALIDES; LIGAND; EFFICIENT; CHEMISTRY; DERIVATIVES; COMPLEXES; ARYLATION;
D O I
10.1002/ajoc.201700064
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel Buchwald-Hartwig aminations of aryl fluorosulfonates using a catalytic amount of Pd(PPh3)(4) in the presence of Cs2CO3 are described. From these reactions, a variety of biaryl amines were obtained in moderate to good yields. This system allows for the efficient amination of aromatic groups containing electron-rich as well as electron-poor functional groups. Aryl fluorosulfonates could be applied as alternative cross-coupling partners to aryl halides in palladium-catalyzed aminations.
引用
收藏
页码:1222 / 1225
页数:4
相关论文
共 56 条
[1]   Ligand-Free Buchwald-Hartwig Aromatic Aminations of Aryl Halides Catalyzed by Low-Leaching and Highly Recyclable Sulfur-Modified Gold-Supported Palladium Material [J].
Al-Amin, Mohammad ;
Honma, Tetsuo ;
Hoshiya, Naoyuki ;
Shuto, Satoshi ;
Arisawa, Mitsuhiro .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (06) :1061-1068
[2]  
[Anonymous], 2012, ANGEW CHEM, V124, P3370
[3]  
[Anonymous], 2008, ANGEW CHEM, V120, P6438
[4]  
[Anonymous], 2006, ANGEW CHEM, V118, P814
[5]  
[Anonymous], 1998, ANGEW CHEM, V110, P2154
[6]  
[Anonymous], 2007, ANGEW CHEM, V119, P952
[7]  
ASACHENKO F, 2014, ANGEW CHEM, V126, P9584
[8]   C-N bond forming cross-coupling reactions: an overview [J].
Bariwal, Jitender ;
Van der Eycken, Erik .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (24) :9283-9303
[9]   Solvent- and Ligand-Free Palladium-Catalyzed Amination of Aryl Halides [J].
Basolo, Luca ;
Bernasconi, Alice ;
Broggini, Gianluigi ;
Gazzola, Silvia ;
Beccalli, Egle M. .
SYNTHESIS-STUTTGART, 2013, 45 (22) :3151-3156
[10]  
BOGER DL, 1984, TETRAHEDRON LETT, V25, P3175