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
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
收藏
页码:5293 / 5301
页数:9
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