Review on green chemistry -: Suzuki cross coupling in aqueous media

被引:115
作者
Franzén, R
Xu, YJ
机构
[1] Tampere Univ Technol, Inst Mat Chem, FIN-33720 Tampere, Finland
[2] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Shenyang 110016, Peoples R China
关键词
Suzuki reaction; green chemistry; metal-catalyzed cross; coupling reactions; aqueous synthesis media;
D O I
10.1139/V05-048
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Suzuki cross-coupling reaction is a very efficient, reliable, and environmentally friendly method for the introduction of novel carbon-carbon bonds into molecules. This review summarizes recent advances in the use of the reaction in aqueous media with a focus on different types of ligands and the ligandless protocols currently in use. Several synthetic targets for the reaction have been mentioned. The work summarizes recent results from studies on asymmetric Suzuki reactions performed in organic - aqueous mixed solvents.
引用
收藏
页码:266 / 272
页数:7
相关论文
共 68 条
[1]  
Anastas P.T., 2000, GREEN CHEM SYNTHESES
[2]   A modified in situ Suzuki cross-coupling of haloarenes for the preparation of C-2-symmetric biaryls [J].
Andersen, NG ;
Maddaford, SP ;
Keay, BA .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9556-9559
[3]   Carbohydrate-substituted triarylphosphanes - A new class of ligands for two-phase catalysis [J].
Beller, M ;
Krauter, JGE ;
Zapf, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (07) :772-774
[4]  
Beller M., 2002, HDB ORGANOPALLADIUM, P1209
[5]   An efficient two-step total synthesis of the quaterpyridine nemertelline [J].
Bouillon, A ;
Voisin, AS ;
Robic, A ;
Lancelot, JC ;
Collot, V ;
Rault, S .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (26) :10178-10180
[6]   The first asymmetric Suzuki cross-coupling reaction [J].
Cammidge, AN ;
Crépy, KVL .
CHEMICAL COMMUNICATIONS, 2000, (18) :1723-1724
[7]   PALLADIUM-CATALYZED ALKYLATIONS IN AQUEOUS-MEDIA [J].
CASALNUOVO, AL ;
CALABRESE, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4324-4330
[8]   Asymmetric Suzuki cross-coupling reaction: chirality reversal depending on the palladium-chiral phosphine ratio [J].
Castanet, AS ;
Colobert, F ;
Broutin, PE ;
Obringer, M .
TETRAHEDRON-ASYMMETRY, 2002, 13 (06) :659-665
[9]   Suzuki-Miyaura cross-coupling with quasi-heterogeneous palladium [J].
Conlon, DA ;
Pipik, B ;
Ferdinand, S ;
LeBlond, CR ;
Sowa, JR ;
Izzo, B ;
Collins, P ;
Ho, GJ ;
Williams, JM ;
Shi, YJ ;
Sun, YK .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (08) :931-935
[10]   Total synthesis of the ristocetin aglycon [J].
Crowley, BM ;
Mori, Y ;
McComas, CC ;
Tang, DT ;
Boger, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) :4310-4317