Department of Chemistry, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University , Zhengzhou 450052, P. R. China.
Henan Textiles Quality Testing and Inspecting Institutes , Zhengzhou 450000, P. R. China.
Org Lett. 2017 Feb 3;19(3):440-443. doi: 10.1021/acs.orglett.6b03399. Epub 2017 Jan 23.
An efficient and regioselective alkenylation of azaheterocycle N-oxides with alkenes catalyzed by iodine under metal- and external oxidant-free reaction conditions has been developed. A variety of (E)-2-styrylazaheterocycles have been produced in moderate to excellent yields. The mechanistic exploration indicated that the N-oxide group played dual roles as both the directing group and an internal oxidant in this catalytic cycle.
已开发出一种在无金属和外部氧化剂的反应条件下,碘催化下氮杂杂环 N-氧化物与烯烃的高效、区域选择性烯基化反应。多种(E)-2-取代乙烯基氮杂杂环化合物以中等至优异的产率得到制备。机理研究表明,在这个催化循环中,N-氧化物基团同时扮演着导向基团和内部氧化剂的双重角色。