Synthesis of imidazolium and pyridinium-based ionic liquids and application of 1-alkyl-3-methylimidazolium salts as pre-catalysts for the benzoin condensation using solvent-free and microwave activation

被引：91

作者：

Aupoix, Audrey ^{[1
]}

Pegot, Bruce ^{[2
]}

Vo-Thanh, Giang ^{[1
]}

机构：

[1] Univ Paris 11, Lab Catalyse Mol, Inst Chim Mol & Mat Orsay, UMR 8182, F-91405 Orsay, France

[2] Univ Versailles, UMR 8086, Inst Lavoisier Franklin, F-78035 Versailles, France

来源：

TETRAHEDRON | 2010年 / 66卷 / 06期

关键词：

ASSISTED ORGANIC-SYNTHESIS; FREE ROUTE; EFFICIENT; THIAZOLIUM; TRANSFORMATIONS;

D O I：

10.1016/j.tet.2009.11.110

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

An efficient one-pot procedure for the synthesis of ionic liquids based on nitrogen-containing heterocycles, imidazolium or pyridinium under 'green chemistry' conditions has been described Imidazolium salts and DBU have been found to catalyze efficiently the berizoin condensation giving good yields within very short reaction time using solvent-free microwave activation conditions (C) 2009 Elsevier Ltd All rights reserved

引用

页码：1352 / 1356

页数：5

共 54 条

[1]

Fast microwave-assisted preparation of aryl and vinyl nitriles and the corresponding tetrazoles from organo-halides [J].

Alterman, M ;

Hallberg, A .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23) :7984-7989

[2]

[Anonymous], ORG PROCESS RES DEV

[3]

Preparation of second generation ionic liquids by efficient solvent-free alkylation of N-heterocycles with chloroalkanes [J].

Cravotto, Giancarlo ;

Gaudino, Emanuela Calcio ;

Boffa, Luisa ;

Leveque, Jean-Marc ;

Estager, Julien ;

Bonrath, Werner .

MOLECULES, 2008, 13 (01) :149-156

[4]

de la Hoz A, 2000, EUR J ORG CHEM, V2000, P3659

[5]

Improved preparations of ionic liquids using microwave irradiation [J].

Deetlefs, M ;

Seddon, KR .

GREEN CHEMISTRY, 2003, 5 (02) :181-186

[6]

Ionic liquid (molten salt) phase organometallic catalysis [J].

Dupont, J ;

de Souza, RF ;

Suarez, PAZ .

CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691

[7]

Ionic liquids as a medium for enantioselective catalysis [J].

Durand, Jerome ;

Teuma, Emmanuelle ;

Gomez, Montserrat .

COMPTES RENDUS CHIMIE, 2007, 10 (03) :152-177

[8]

Catalysis of benzoin condensation by conformationally-restricted chiral bicyclic thiazolium salts [J].

Dvorak, CA ;

Rawal, VH .

TETRAHEDRON LETTERS, 1998, 39 (19) :2925-2928

[9]

Enders D, 2003, SYNTHESIS-STUTTGART, P1292

[10]

Enders D, 2002, ANGEW CHEM INT EDIT, V41, P1743, DOI 10.1002/1521-3773(20020517)41:10<1743::AID-ANIE1743>3.0.CO

← 1 2 3 4 5 6 →