Iodine-Catalyzed Direct C-H Alkenylation of Azaheterocycle N-Oxides with Alkenes.

Title Iodine-Catalyzed Direct C-H Alkenylation of Azaheterocycle N-Oxides with Alkenes.
Authors Z. Zhang; C. Pi; H. Tong; X. Cui; Y. Wu
Journal Org Lett
DOI 10.1021/acs.orglett.6b03399
Abstract

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.

Citation Z. Zhang; C. Pi; H. Tong; X. Cui; Y. Wu.Iodine-Catalyzed Direct C-H Alkenylation of Azaheterocycle N-Oxides with Alkenes.. Org Lett. 2017. doi:10.1021/acs.orglett.6b03399

Related Elements

Iodine

See more Iodine products. Iodine (atomic symbol: I, atomic number: 53) is a Block P, Group 17, Period 5 element with an atomic radius of 126.90447. The number of electrons in each of Iodine's shells is 2, 8, 18, 18, 7 and its electron configuration is [Kr] 4d10 5s2 5p5. The iodine atom has a radius of 140 pm and a Van der Waals radius of 198 pm. In its elemental form, iodine has a lustrous metallic gray appearance as a solid and a violet appearance as a gas or liquid solution. Elemental IodineIodine forms compounds with many elements, but is less active than the other halogens. It dissolves readily in chloroform, carbon tetrachloride, or carbon disulfide. Iodine compounds are important in organic chemistry and very useful in the field of medicine. Iodine was discovered and first isolated by Bernard Courtois in 1811. The name Iodine is derived from the Greek word "iodes" meaning violet.

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