Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.
机构:[1]Integrated Hospital of Traditional Chinese Medicine, Southern Medical University, Guangzhou, 510315, P. R. China[2]College of Chemical Engineering, Guangdong University of Petrochemical Technology, 2 Guandu Road, Maoming 525000, P. R. China
We developed a direct vicinal difunctionalization of alkenes with iodine and TBHP at room temperature. This iodination and peroxidation in a one-pot synthesis produces 1-(tert-butylperoxy)-2-iodoethanes, which are inaccessible through conventional synthetic methods. This method generates multiple radical intermediates in situ and has excellent regioselectivity, a broad substrate scope and mild conditions. The iodine and peroxide groups of 1-(tert-butylperoxy)-2-iodoethanes have several potential applications and allow further chemical modifications, enabling the preparation of synthetically valuable molecules.
基金:
National Natural Science Foundation of China (81373263), Guangzhou Science and Technology Project (201604020009), Guangdong Provincial Department
of Science and Technology (No.916014) and the Department of
Education of Guangdong Province (No.916021) for financial
support.
语种:
外文
PubmedID:
中科院(CAS)分区:
出版当年[2016]版:
大类|3 区化学
小类|3 区有机化学
最新[2025]版:
大类|4 区化学
小类|3 区有机化学
第一作者:
第一作者机构:[1]Integrated Hospital of Traditional Chinese Medicine, Southern Medical University, Guangzhou, 510315, P. R. China
通讯作者:
推荐引用方式(GB/T 7714):
Wang Hao,Chen Cui,Liu Weibing,et al.Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.[J].Beilstein journal of organic chemistry.2017,13:2023-2027.doi:10.3762/bjoc.13.200.
APA:
Wang Hao,Chen Cui,Liu Weibing&Zhu Zhibo.(2017).Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes..Beilstein journal of organic chemistry,13,
MLA:
Wang Hao,et al."Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.".Beilstein journal of organic chemistry 13.(2017):2023-2027