Copper(II)-Catalyzed C-C Bond-Forming Reactions of α-Electron-Withdrawing Group-Substituted Ketene S,S-Acetals with Carbonyl Compounds and a Facile Synthesis of Coumarins

被引：59

作者：

Yuan, Hong-Juan ^{[1
]}

Wang, Mang ^{[1
]}

Liu, Ying-Jie ^{[1
]}

Liu, Qun ^{[1
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 1-2期

基金：

中国国家自然科学基金;

关键词：

carbonyl compounds; C-C bond formation; copper catalysis; coumarins; alpha-electron-withdrawing group (EWG)-substituted ketene S; S-acetals; ONE-POT SYNTHESIS; MICHAEL ADDITION; H BONDS; DITHIOACETALS; ROUTE; IODODECARBOXYLATION; CONDENSATION; ANNULATION; ARYLATION; CATALYSIS;

D O I：

10.1002/adsc.200800584

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new catalytic C-C bond-forming reaction has been developed. Catalyzed by cheap and commercially available copper(II) bromide (CuBr2; 10 mol%), the reactions of alpha-electron-withdrawing group (EWG)-substituted ketene S,S-acetals with aldehydes or ketones in acetonitrile at room temperature gave a variety of densely functionalized coupling products in excellent yields (80-98%). Based on this catalytic process, coumarin derivatives were efficiently synthesized when salicylaldehydes were selected as the carbonyl components.

引用

页码：112 / 116

页数：5

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