Polyethylene glycol (PEG) as a green solvent for carbon-carbon bond formation reactions

被引:106
作者
Vafaeezadeh, Majid [1 ]
Hashemi, Mohammad Mahmoodi [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Tehran, Iran
关键词
Polyethylene glycol; PEG; Coupling reactions; Green solvent; Carbon-carbon bond formation; CATALYZED N-ARYLATION; CROSS-COUPLING REACTIONS; RECYCLABLE REACTION MEDIUM; ACIDIC IONIC LIQUID; POLY(ETHYLENE GLYCOL); ARYL HALIDES; PALLADIUM CATALYST; ATOM-EFFICIENT; HECK REACTION; ADIPIC ACID;
D O I
10.1016/j.molliq.2015.03.003
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In recent years, polyethylene glycol (PEG) has attracted special attention as a green and inexpensive solvent in various chemical transformations. The current critical review deals with breakthrough achievements for the applications of PEG as an alternative reaction media well-known coupling reactions such as Suzuki, Heck, Stille, Sonogashira, Hiyama and some challenging organic reactions for carbon-carbon bond formation. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:73 / 79
页数:7
相关论文
共 81 条
[1]   Catalytic Direct Arylations in Polyethylene Glycol (PEG): Recyclable Palladium(0) Catalyst for C-H Bond Cleavages in the Presence of Air [J].
Ackermann, Lutz ;
Vicente, Ruben .
ORGANIC LETTERS, 2009, 11 (21) :4922-4925
[2]   Copper-catalyzed N-arylation of imidazoles and benzimidazoles [J].
Altman, Ryan A. ;
Koval, Erica D. ;
Buchwald, Stephen L. .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (16) :6190-6199
[3]   4,7-Dimethoxy-1,10-phenanthroline:: An excellent ligand for the Cu-catalyzed N-arylation of imidazoles [J].
Altman, Ryan A. ;
Buchwald, Stephen L. .
ORGANIC LETTERS, 2006, 8 (13) :2779-2782
[4]  
[Anonymous], 2002, CLEAN SOLVENTS ALTER, DOI DOI 10.1021/BK-2002-0819
[5]  
[Anonymous], 2002, LOW LYING POTENTIAL
[6]  
[Anonymous], 1976, POLYETHYLENE OXIDE
[7]   Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes, thiochromenes and 1,2-dihydroquinolines [J].
Bhanja, Chittaranjan ;
Jena, Satyaban ;
Nayak, Sabita ;
Mohapatra, Seetaram .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 :1668-1694
[8]   Organocatalytic conjugate addition of malonates to α,β-unsaturated aldehydes:: Asymmetric formal synthesis of (-)-paroxetine, chiral lactams, and lactones [J].
Brandau, Sven ;
Landa, Aitor ;
Franzen, Johan ;
Marigo, Mauro ;
Jorgensen, Karl Anker .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (26) :4305-4309
[9]   Cu-Catalyzed N-Alkynylation of Imidazoles, Benzimidazoles, Indazoles, and Pyrazoles Using PEG as Solvent Medium [J].
Burley, Glenn A. ;
Davies, David L. ;
Griffith, Gerry A. ;
Lee, Michael ;
Singh, Kuldip .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (03) :980-983
[10]   Synthesis of m-phenoxybenzaldehyde starting from chlorobenzene and m-cresol:: Some aspects of process development [J].
Chandnani, KH ;
Chandalia, SB .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1999, 3 (06) :416-424