Copper-Catalyzed Annulation Reaction of Alkenes and N-Alkyl(aryl)-1-(methylthio)-2-nitroethenamine: an Approach for the Synthesis of Isoxazole Derivatives

被引：13
作者：
Pan, Zhengbing [1 ]
Mao, Kaimin [1 ]
Zhu, Guangzhou [1 ]
Wang, Chang [1 ]
Zhang, Jinpeng [1 ,2 ]
Rong, Liangce [1 ]
机构：
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
[2] Xuzhou Med Univ, Sch Publ Hlth, Key Lab Environm & Hlth, Xuzhou 221006, Jiangsu, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 05期
基金：
中国国家自然科学基金;
关键词：
NITRILE OXIDES; GREEN SYNTHESIS; ROUTE; CYCLOADDITION; CYCLIZATION; GENERATION; CARBENE; DESIGN; OXIMES;
D O I：
10.1021/acs.joc.9b03157
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed annulation reaction to access a variety of isoxazoles from alkenes and oxazete in situ generated from N-alkyl(aryl)-1-(methylthio)-2-nitroethenamine was reported. A plausible mechanism underlying the formation of the product was proposed, which represented a new approach for the construction of isoxazolines. This reaction was capable of tolerating alkenes bearing various substituents, which showed a relatively broad substrate scope with good functional group compatibility.
引用
收藏
页码：3364 / 3373
页数：10
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