Fe(OTf)2-Catalyzed Thia-Michael Addition Reaction: A Green Synthetic Approach to -Thioethers

被引：16
|
作者：
Lauzon, Samuel [1 ]
Li, Mao [1 ]
Keipour, Hoda [1 ]
Ollevier, Thierry [1 ]
机构：
[1] Univ Laval, Dept Chim, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 33期
基金：
加拿大自然科学与工程研究理事会;
关键词：
C-S bond formation; Conjugate addition; Green chemistry; Iron catalysis; Thiols; S BOND FORMATION; ALPHA; BETA-UNSATURATED KETONES; CONJUGATE ADDITION; EFFICIENT CATALYST; HYDROGEN-PEROXIDE; HIGHLY EFFICIENT; IONIC LIQUID; ORGANIC-SYNTHESIS; IRON CATALYSIS; THIOLS;
D O I：
10.1002/ejoc.201800780
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient Fe(OTf)(2)-catalyzed Michael addition reaction of thiols to ,-unsaturated carbonyl compounds was developed. The use of a simple procedure (EtOH, room temperature, air atmosphere) allowed to set up effective green catalytic conditions for C-S bond formation. The scope of the reaction was demonstrated using various substituted thiols and original Michael acceptors. The corresponding -thioethers were obtained in good to excellent yields (up to 99%). Also, the derivatization into the one-pot thia-Michael addition/oxidation reaction of 3-[3-(phenylthio)butanoyl]oxazolidin-2-one using H2O2 has proven to be efficient.
引用
收藏
页码：4536 / 4540
页数：5
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