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

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 06期

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

[1] ELECTROOXIDATIVE CONVERSION OF ALDEHYDES INTO METHYL CARBOXYLATES [J].

CHIBA, T ;

OKIMOTO, M ;

NAGAI, H ;

TAKATA, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (01) :335-336

[2]

Connor B., 1987, TETRAHEDRON LETT, V28, P3235

[3]

Dyker G, 2005, HANDBOOK OF C-H TRANSFORMATIONS: APPLICATIONS IN ORGANIC SYNTHESIS, VOL 1, pV

[4] Bromide ions and methyltrioxorhenium as cocatalysts for hydrogen peroxide oxidations and brominations [J].

Espenson, JH ;

Zhu, ZL ;

Zauche, TH .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1191-1196

[5] A catalytic oxidative esterification of aldehydes using V2O5-H2O2 [J].

Gopinath, R ;

Patel, BK .

ORGANIC LETTERS, 2000, 2 (05) :577-579

[6] Catalytic mechanism of galactose oxidase: A theoretical study [J].

Himo, F ;

Eriksson, LA ;

Maseras, F ;

Siegbahn, PEM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (33) :8031-8036

[7] Iridium-catalyzed oxidative esterification reaction of aliphatic aldehydes and olefinic alcohols with precoordination of the double bond of alcohols to iridium [J].

Kiyooka, S ;

Ueno, M ;

Ishii, E .

TETRAHEDRON LETTERS, 2005, 46 (27) :4639-4642

[8]

LI Z, 2004, ORG LETT, V6, P4887

[9] Cu-catalyzed cross-dehydrogenative coupling:: A versatile strateav for C-C bond formations via the oxidative activation of sp3 C-H bonds [J].

Li, Zhiping ;

Bohle, D. Scott ;

Li, Chao-Jun .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (24) :8928-8933

[10] Studies on Cu-catalyzed asymmetric alkynylation of tetrahydroisoquinoline derivatives [J].

Li, ZP ;

MacLeod, PD ;

Li, CJ .

TETRAHEDRON-ASYMMETRY, 2006, 17 (04) :590-597