Copper-catalyzed oxidative esterification of alcohols with aldehydes activated by Lewis acids

被引:107
作者
Yoo, Woo-Jin [1 ]
Li, Chao-Jun [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ 3HA 2K6, Canada
基金
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词
copper; indium; C-H transformation; oxidative esterification;
D O I
10.1016/j.tetlet.2006.11.169
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient oxidative esterification of aromatic and aliphatic aldehydes with simple alcohols was accomplished using catalytic amounts Of Cu(ClO4)(2)center dot 6H(2)O and InBr3 with tert-hydroperoxide as an oxidant. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1033 / 1035
页数:3
相关论文
共 30 条
[21]   Highly selective methodology for the direct conversion of aromatic aldehydes to glycol monoesters [J].
Sharghi, H ;
Sarvari, MH .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) :4096-4099
[22]  
Sheldon R. A., 1981, METAL CATALYZED OXID
[23]   Facile oxidation of aldehydes to acids and esters with oxone [J].
Travis, BR ;
Sivakumar, M ;
Hollist, GO ;
Borhan, B .
ORGANIC LETTERS, 2003, 5 (07) :1031-1034
[24]   beta-haloethanol substrates as probes for radical mechanisms for galactose oxidase [J].
Wachter, RM ;
MontagueSmith, MP ;
Branchaud, BP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (33) :7743-7749
[25]   Kinetic isotope effects as probes of the mechanism of galactose oxidase [J].
Whittaker, MM ;
Ballou, DP ;
Whittaker, JW .
BIOCHEMISTRY, 1998, 37 (23) :8426-8436
[26]   BROMINE AS AN OXIDANT FOR DIRECT CONVERSION OF ALDEHYDES TO ESTERS [J].
WILLIAMS, DR ;
KLINGLER, FD ;
ALLEN, EE ;
LICHTENTHALER, FW .
TETRAHEDRON LETTERS, 1988, 29 (40) :5087-5090
[27]   THE OXIDATION OF ALDEHYDE BISULFITE ADDUCTS TO CARBOXYLIC-ACIDS AND THEIR DERIVATIVES WITH DIMETHYLSULFOXIDE AND ACETIC-ANHYDRIDE [J].
WUTS, PGM ;
BERGH, CL .
TETRAHEDRON LETTERS, 1986, 27 (34) :3995-3998
[28]   Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts [J].
Yoo, Woo-Jin ;
Li, Chao-Jun .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (40) :13064-13065
[29]   Highly stereoselective oxidative esterification of aldehydes with β-dicarbonyl compounds [J].
Yoo, Woo-Jin ;
Li, Chao-Jun .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (16) :6266-6268
[30]   Highly efficient cross-dehydrogenative-coupling between ethers and active methylene compounds [J].
Zhang, YH ;
Li, CJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (12) :1949-1952