PEG3400-Cu2O-Cs2CO3: an efficient and recyclable microwave-enhanced catalytic system for ligand-free Ullmann arylation of indole and benzimidazole

被引：62

作者：

Colacino, Evelina ^{[1
]}

Villebrun, Laurent ^{[1
]}

Martinez, Jean ^{[1
]}

Lamaty, Frederic ^{[1
]}

机构：

[1] Univ Montpellier 2, CNRS, UM 1, IBMM,UMR 5247, F-34095 Montpellier 5, France

来源：

TETRAHEDRON | 2010年 / 66卷 / 21期

关键词：

Copper; Copper-based nanoparticles; Heterocycles; N-Arylation; Microwave heating; Poly(ethylene glycol); AROMATIC NUCLEOPHILIC-SUBSTITUTION; CROSS-COUPLING REACTIONS; N-ARYLATION; POLY(ETHYLENE GLYCOL); C-N; ARYLBORONIC ACID; BOND FORMATION; ARYL BROMIDES; COPPER; IMIDAZOLES;

D O I：

10.1016/j.tet.2010.03.065

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild, simple and efficient microwave-enhanced copper-catalyzed protocol for N-arylation using high molecular weight poly(ethylene glycol) (PEG(3400)) as a solvent is reported. Indole and benzimidazole have been N-arylated in the presence of cuprous oxide, cesium carbonate, and PEG(3400), under microwave activation, with no supplementary ligands. Simple treatment by precipitation in Et2O and filtration provided the expected product after evaporation and recovery of the catalytic system as a precipitate. The recovery and one successful re-use of the catalytic system is also described. The formation of copper-based nanoparticles was demonstrated by TEM analysis. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：3730 / 3735

页数：6

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