A new and highly efficient water-soluble copper complex for the oxidation of secondary 1-heteroaryl alcohols by tert-butyl hydroperoxide

被引：22

作者：

Boudreau, J ^{[1
]}

Doucette, M ^{[1
]}

Ajjou, AN ^{[1
]}

机构：

[1] Univ Moncton, Dept Chem & Biochem, Moncton, NB E1A 3E9, Canada

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 11期

基金：

加拿大自然科学与工程研究理事会;

关键词：

oxidation; water-soluble catalyst; copper chloride; tert-butyl hydroperoxide; 1-heteroaryl alcohols; heteroaromatic ketones;

D O I：

10.1016/j.tetlet.2006.01.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The water-soluble copper complex generated in situ from CuCl2 and 2,2 '-biquinoline-4,4 '-dicarboxylic acid dipotassium salt (BQC), has been revealed as a highly efficient and selective catalyst for the oxidation of secondary 1-heteroaryl alcohols to the corresponding heteroaromatic ketones With aqueous tert-butyl hydroperoxide, under mild conditions. The catalytic system is compatible with different heterocycles such as pyridines, pyrroles, indoles, thiophens, furans, thiazoles, and imidazoles. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1695 / 1698

页数：4

共 51 条

[41] Sheldon R.A., 1981, METAL CATALYZED OXID
[42] New developments in catalytic alcohol oxidations for fine chemicals synthesis
Sheldon, RA
Arends, IWCE
Dijksman, A
[J]. CATALYSIS TODAY, 2000, 57 (1-2) : 157 - 166
[43] A water-soluble and "Self-Assembled" polyoxometalate as a recyclable catalyst for oxidation of alcohols in water with hydrogen peroxide
Sloboda-Rozner, D
Alsters, PL
Neumann, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (18) : 5280 - 5281
[44] ten Brink GJ, 2002, ADV SYNTH CATAL, V344, P355, DOI 10.1002/1615-4169(200206)344:3/4<355::AID-ADSC355>3.0.CO
[45] 2-S
[46] ten Brink GJ, 2000, SCIENCE, V287, P1636
[47] Application of transition metals in hydroformylation. Annual survey covering the year 1995
Ungvary, F
[J]. COORDINATION CHEMISTRY REVIEWS, 1997, 160 : 129 - 159
[48] Catalytic oxidation of alcohols in water under atmospheric oxygen by use of an amphiphilic resin-dispersion of a nanopalladium catalyst
Uozumi, Y
Nakao, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (02) : 194 - +
[49] Viaud MC, 1997, TETRAHEDRON, V53, P5159
[50] Zinc-mediated acylation and sulfonation of pyrrole and its derivatives
Yadav, JS
Reddy, BVS
Kondaji, G
Rao, RS
Kumar, SP
[J]. TETRAHEDRON LETTERS, 2002, 43 (45) : 8133 - 8135

← 1 2 3 4 5 6 →