Iron-Catalyzed Azidoalkylthiation of Alkenes with Trimethylsilyl Azide and 1-(Alkylthio)pyrrolidine-2,5-diones

被引:19
作者
Yu, Jipan [1 ]
Jiang, Min [1 ]
Song, Zhixuan [1 ]
He, Tiancheng [1 ]
Yang, Haijun [1 ]
Fu, Hua [1 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
alkylthiation; azidation; difunctionalization; iron-catalyzed reaction; synthetic methods; C-H SULFENYLATION; MECHANISTIC PATHWAYS; BOND FORMATION; OXINDOLE DERIVATIVES; ALKYNE CYCLOADDITION; CONJUGATED DIENES; PALLADIUM; DIAMINATION; REACTIVITY; ACIDS;
D O I
10.1002/adsc.201600133
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple, efficient and practical iron-catalyzed azidoarylthiation of alkenes has been developed at room temperature, and the corresponding products containing ortho-sited sulfide and azide units were obtained in moderate to good yields with good tolerance of functional groups. The protocol uses readily available 1-(alkylthio)pyrrolidine-2,5-diones and trimethylsilyl azide as the alkylthiation and azidation reagents, respectively, inexpensive and environmentally friendly iron chloride as the catalyst without addition of any ligand and additive.
引用
收藏
页码:2806 / 2810
页数:5
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