Pd-catalyzed N-arylation of heteroarylamines

被引:196
作者
Yin, JJ [1 ]
Zhao, MM [1 ]
Huffman, MA [1 ]
McNamara, JM [1 ]
机构
[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1021/ol0265923
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The palladium-catalyzed N-(hetero)arylation of a number of heteroarylamines including 2-aminopyridines, 2-aminothiazoles, and their analogues has been realized using Xantphos as the ligand. Weak bases such as CS2CO3, Na2CO3, and K3PO4 were used in most cases to allow for the introduction of functional groups. Choice of the base and solvent was critical for the success of these reactions.
引用
收藏
页码:3481 / 3484
页数:4
相关论文
共 36 条
[1]   Palladium-catalyzed N-arylation of O-methylamidoximes [J].
Anbazhagan, M ;
Stephens, CE ;
Boykin, DW .
TETRAHEDRON LETTERS, 2002, 43 (23) :4221-4224
[2]   Palladium-catalyzed reaction of aryl halides with ureas [J].
Artamkina, GA ;
Sergeev, AG ;
Beletskaya, IP .
TETRAHEDRON LETTERS, 2001, 42 (26) :4381-4384
[3]   Catalytic amination of 5-iodouracil derivatives [J].
Arterburn, JB ;
Pannala, M ;
Gonzalez, AM .
TETRAHEDRON LETTERS, 2001, 42 (08) :1475-1477
[4]   Synthesis of chiral N-aryl pyrrolidinones via a palladium-catalyzed cross-coupling reaction [J].
Browning, RG ;
Mahmud, H ;
Badarinarayana, V ;
Lovely, CJ .
TETRAHEDRON LETTERS, 2001, 42 (41) :7155-7157
[5]   3-aryl-2-oxazolidinones through the palladium-catalyzed N-arylation of 2-oxazolidinones [J].
Cacchi, S ;
Fabrizi, G ;
Goggiamani, A ;
Zappia, G .
ORGANIC LETTERS, 2001, 3 (16) :2539-2541
[6]  
CHAUHAN PMS, 1985, INDIAN J CHEM B, V24, P1154
[7]   NEW THIAZOLO[5,4-D]PYRIMIDINES WITH MOLLUSCICIDAL PROPERTIES [J].
ELBAYOUKI, KAM ;
BASYOUNI, WM .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (10) :3794-3796
[8]  
FORLANI L, 1990, GAZZ CHIM ITAL, V120, P493
[9]   Mechanistic studies on the aryl-aryl interchange reaction of ArPdL2I (L = triarylphosphine) complexes [J].
Goodson, FE ;
Wallow, TI ;
Novak, BM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12441-12453
[10]  
Guari Y, 2001, CHEM-EUR J, V7, P475, DOI 10.1002/1521-3765(20010119)7:2<475::AID-CHEM475>3.0.CO