A facile generation of C-S bonds via one-pot, odourless and efficient thia-Michael addition reactions using alkyl, aryl or allyl halides, thiourea and electron-deficient alkenes in wet polyethylene glycol (PEG 200) under mild reaction conditions

被引：52

作者：

Firouzabadi, Habib ^{[1
]}

Iranpoor, Nasser ^{[1
]}

Abbasi, Mohammad ^{[1
]}

机构：

[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 71454, Iran

来源：

TETRAHEDRON | 2009年 / 65卷 / 27期

关键词：

CATALYZED CONJUGATE ADDITION; DODECYL-SULFATE TRIHYDRATE; IONIC LIQUID IL-OPPH2; ALPHA; BETA-UNSATURATED KETONES; HIGHLY EFFICIENT; PROMOTED CLEAVAGE; STEREOSELECTIVE-SYNTHESIS; CARBONYL-COMPOUNDS; PREPARATIVE METHOD; MICELLAR-SOLUTION;

D O I：

10.1016/j.tet.2009.04.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and odourless synthesis of thia-Michael adducts by the reaction of various organic halides (primary, secondary, tertiary, allylic, and benzylic), Structurally diverse electron-deficient alkenes (ketones, esters, and acrylonitrile) and thiourea in the presence of sodium carbonate in wet polyethylene glycol (PEG 200) at 30-35 degrees C has been developed. This protocol is also a highly useful method for large-scale operation. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5293 / 5301

页数：9