Copper-catalysed oxidative alkoxylation of acyl- and carbomethoxy-hydroquinones

被引：11

作者：

Capdevielle, P ^{[1
]}

Maumy, M ^{[1
]}

机构：

[1] Ecole Super Phys & Chim Ind, CNRS, Rech Organ Lab, F-75231 Paris 05, France

来源：

TETRAHEDRON | 2001年 / 57卷 / 02期

关键词：

hydroquinones; alkoxylation; oxidation;

D O I：

10.1016/S0040-4020(00)00947-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of title hydroquinones by an [O-2/(CuCl)-Cl-I] system in the presence of alcohols yields (71-88%) corresponding regioselectively 3-alkoxylated compounds. Compared with the classical procedure (silver oxide oxidation) in which alcohols have to be added to intermediate quinones in a second step, leading to a 1:1 mixture of starting material and final quinones, this new selective one-pot system does not oxidize alcohols and regenerates intermediate quinones from starting hydroquinones. Moreover, in situ trapping of the unstable formyl-quinone now allows the preparation of its 3-alkoxy derivative. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：379 / 384

页数：6