Microwave-assisted copper-catalyzed Heck reaction in PEG solvent

被引：55

作者：

Declerck, Valerie

Martinez, Jean

Lamaty, Frederic

机构：

[1] Univ Montpellier 1, CNRS, LAPP, F-34095 Montpellier 5, France

[2] Univ Montpellier 2, F-34095 Montpellier, France

来源：

SYNLETT | 2006年 / 18期

关键词：

Heck reaction; microwave; arylation; copper; poly(ethylene glycol);

D O I：

10.1055/s-2006-951523

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic system made of a copper salt, potassium carbonate and PEG 3400 was developed to perform a Heck arylation under microwave activation. Copper iodide gave the best results in a short reaction time (30 min) and various substituted tert-butyl cinnamates could be synthesized. Better results were usually obtained after recycling the catalyst/solvent system.

引用

页码：3029 / 3032

页数：4

共 32 条

[1] Pd-assisted multicomponent synthesis of heterocycles
Balme, G
Bossharth, E
Monteiro, N
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) : 4101 - 4111
[2] Copper in cross-coupling reactions - The post-Ullmann chemistry
Beletskaya, IP
Cheprakov, AV
[J]. COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2337 - 2364
[3] The heck reaction as a sharpening stone of palladium catalysis
Beletskaya, IP
Cheprakov, AV
[J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
[4] BRASE S, 2002, HDB ORGANOPALLADIUM, V2, P3031
[5] MICROWAVE-ASSISTED ORGANIC-REACTIONS
CADDICK, S
[J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432
[6] Poly(ethylene glycol) (PEG) as a reusable solvent medium for organic synthesis. Application in the Heck reaction
Chandrasekhar, S
Narsihmulu, C
Sultana, SS
Reddy, NR
[J]. ORGANIC LETTERS, 2002, 4 (25) : 4399 - 4401
[7] Polyethylene glycol and solutions of polyethylene glycol as green reaction media
Chen, J
Spear, SK
Huddleston, JG
Rogers, RD
[J]. GREEN CHEMISTRY, 2005, 7 (02) : 64 - 82
[8] Microwave activation in phase transfer catalysis
Deshayes, S
Liagre, M
Loupy, A
Luche, JL
Petit, A
[J]. TETRAHEDRON, 1999, 55 (36) : 10851 - 10870
[9] Heck reactions under microwave irradiation in solvent-free conditions
DiazOrtiz, A
Prieto, P
Vazquez, E
[J]. SYNLETT, 1997, (03) : 269 - &
[10] The Suzuki, the Heck, and the Stille reaction -: three versatile methods for the introduction of new C-C bonds on solid support
Franzén, R
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2000, 78 (07): : 957 - 962

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