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一种新型高价碘(III/V)氧化剂及其在2-氮杂环丙烯合成中的应用。

A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2-azirines.

作者信息

Zhang Guangtao, Wang Yuanxun, Xu Jun, Sun Jiyun, Sun Fengxia, Zhang Yilin, Zhang Chenglin, Du Yunfei

机构信息

School of Pharmaceutical Science and Technology, Tianjin University Tianjin 300072 China

College of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology Shijiazhuang 050018 China.

出版信息

Chem Sci. 2019 Dec 6;11(4):947-953. doi: 10.1039/c9sc05536c.

DOI:10.1039/c9sc05536c
PMID:34084348
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8145639/
Abstract

The reaction of -nitroiodobenzene and CPBA in acetic acid was found to afford a novel hypervalent iodine compound, in the structure of which both iodine(iii) and iodine(v) moieties coexist. The nitro groups at the phenyl positions were found to be crucial in stabilizing this uncommon structure. This novel hypervalent iodine(iii/v) oxidant is proved to be effective in realizing the synthesis of 2-unsubstitued 2-azirines intramolecular oxidative azirination, which could not be efficiently achieved by the existing known hypervalent iodine reagents.

摘要

发现对硝基碘苯与间氯过氧苯甲酸在乙酸中反应可得到一种新型高价碘化合物,其结构中碘(Ⅲ)和碘(Ⅴ)部分共存。发现苯基位置的硝基对于稳定这种不寻常的结构至关重要。这种新型高价碘(Ⅲ/Ⅴ)氧化剂被证明在实现2-未取代的2-氮杂环丙烷的分子内氧化氮杂环丙烷化合成中是有效的,而现有已知的高价碘试剂无法有效实现该合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2b5/8145639/40448b595a89/c9sc05536c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2b5/8145639/a34463d0f265/c9sc05536c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2b5/8145639/40448b595a89/c9sc05536c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2b5/8145639/a34463d0f265/c9sc05536c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2b5/8145639/40448b595a89/c9sc05536c-f3.jpg

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