The [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6,11-triazacyclopentadeca-3,18,13-triene]Pd(0) complex in the hydroarylation of alkynes in ionic liquids.: An approach to quinolines

被引:45
作者
Cacchi, S
Fabrizi, G
Goggiamani, A
Moreno-Mañas, M
Vallribera, A
机构
[1] Univ Roma La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biol At, Sostanze Biol Att, I-00185 Rome, Italy
[2] Univ Autonoma Barcelona, Dept Chem, E-08193 Barcelona, Spain
关键词
hydroarylation; palladium; macrocyclic ligands; ionic liquids; quinolines;
D O I
10.1016/S0040-4039(02)01120-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The hydroarylation of alkynes can be successfully conducted in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmin]BF4) in the presence of the [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6.11-triacyclopentadeca-3 8,13-triene]Pd(0) complex. The catalytic ionic Solution can be recycled for reuse in subsequent reaction runs. The procedure has been applied to the preparation of 3-arylquinolines through a domino hydroarylation/cyclization process. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5537 / 5540
页数:4
相关论文
共 70 条
[21]  
Cacchi S, 2000, SYNLETT, P650
[22]   Palladium-catalysed hydroarylation and hydrovinylation of 3,3-dialkoxy-1-aryl-1-propynes. An approach to 3-aryl- and 3-vinylquinolines [J].
Cacchi, S ;
Fabrizi, G ;
Marinelli, F ;
Moro, L ;
Pace, P .
TETRAHEDRON, 1996, 52 (30) :10225-10240
[23]  
CACCHI S, 1984, SYNTHESIS-STUTTGART, P575
[24]   Heck reaction in ionic liquids catalyzed by a Pd-benzothiazole carbene complex [J].
Calò, V ;
Nacci, A ;
Lopez, L ;
Mannarini, N .
TETRAHEDRON LETTERS, 2000, 41 (46) :8973-8976
[25]   Heck reaction of β-substituted acrylates in ionic liquids catalyzed by a Pd-benzothiazole carbene complex [J].
Calò, V ;
Nacci, A ;
Monopoli, A ;
Lopez, L ;
di Cosmo, A .
TETRAHEDRON, 2001, 57 (28) :6071-6077
[26]   Arylation of α-substituted acrylates in ionic liquids catalyzed by a Pd-benzothiazole carbene complex [J].
Calò, V ;
Nacci, A ;
Lopez, L ;
Napola, A .
TETRAHEDRON LETTERS, 2001, 42 (28) :4701-4703
[27]   The Heck reaction in ionic liquids: A multiphasic catalyst system [J].
Carmichael, AJ ;
Earle, MJ ;
Holbrey, JD ;
McCormac, PB ;
Seddon, KR .
ORGANIC LETTERS, 1999, 1 (07) :997-1000
[28]  
Cerezo S, 2001, EUR J INORG CHEM, P1999
[29]  
CHAUVIN Y, 1995, CHEMTECH, V25, P26
[30]   Palladium catalysed allylation reactions in ionic liquids [J].
Chen, WP ;
Xu, LJ ;
Chatterton, C ;
Xiao, JL .
CHEMICAL COMMUNICATIONS, 1999, (13) :1247-1248