Iodine(Ⅲ) reagent(ABX–N)-induced intermolecular anti-Markovnikov hydroazidation of unactivated alkenes

被引:0
|
作者
Xiaonan Li
Pinhong Chen
Guosheng Liu
机构
[1] StateKeyLaboratoryofOrganometallicChemistry,CenterforExcellenceinMolecularSynthesis,ShanghaiInstituteofOrganicChemistry,UniversityofChineseAcademyofSciences,ChineseAcademyofSciences
关键词
D O I
暂无
中图分类号
O621.3 [有机合成化学];
学科分类号
摘要
Anti-Markovnikov hydroazidation of unactivated alkenes using ABX–N3 as an initiator has been developed at room temperature,wherein hydrogen azide(HN3) acts as both hydrogen and azidating agent. Notably, the HN3 reagent was generated from azidotrimethylsilane(TMSN3) and acetic acid in situ. The reaction itself displays broad substrate scope, good yields and excellent regioselectivities.
引用
收藏
页码:1537 / 1541
页数:5
相关论文
共 50 条
  • [21] Free-radical anti-Markovnikov hydroalkylation of unactivated alkenes with simple alkanes
    Tian, Yunfei
    Ling, Anbo
    Fang, Ren
    Tan, Ren Xiang
    Liu, Zhong-Quan
    GREEN CHEMISTRY, 2018, 20 (15) : 3432 - 3435
  • [22] Photo-induced anti-Markovnikov hydroalkylation of unactivated alkenes employing a dual-component initiator
    Yachao Zhang
    Liang-Liang Mao
    Sifan Hu
    Yi Luan
    Huan Cong
    ChineseChemicalLetters, 2021, 32 (02) : 681 - 684
  • [23] Photo-induced anti-Markovnikov hydroalkylation of unactivated alkenes employing a dual-component initiator
    Zhang, Yachao
    Mao, Liang-Liang
    Hu, Sifan
    Luan, Yi
    Cong, Huan
    CHINESE CHEMICAL LETTERS, 2021, 32 (02) : 681 - 684
  • [24] Water-promoted highly selective anti-Markovnikov addition of thiols to unactivated alkenes
    Ranu, Brindaban C.
    Mandal, Tanmay
    SYNLETT, 2007, (06) : 925 - 928
  • [25] nBuLi-promoted anti-Markovnikov selective hydroboration of unactivated alkenes and internal alkynes
    Wang, Zi-Chao
    Wang, Min
    Gao, Jian
    Shi, Shi-Liang
    Xu, Youjun
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (16) : 2949 - 2953
  • [26] anti-Markovnikov acetoxyphenylselenation of terminal alkenes
    Vukievic, RD
    Radovic, M
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2001, 40 (06): : 470 - 474
  • [27] Nickel-catalyzed tandem isomerization/anti-Markovnikov hydroarylation of unactivated internal alkenes with heteroarenes
    Imran, Sajid
    Liu, Yang
    Li, Yan
    Shui, Yu
    Yan, Chun-Hui
    Sun, Hong-Mei
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (06) : 1361 - 1367
  • [28] Photocatalytic Anti-Markovnikov Radical Hydro- and Aminooxygenation of Unactivated Alkenes Tuned by Ketoxime Carbonates
    Lai, Sheng-Qiang
    Wei, Bang-Yi
    Wang, Jia-Wei
    Yu, Wei
    Han, Bing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (40) : 21997 - 22003
  • [29] Visible-Light-Initiated Hydrooxygenation of Unactivated Alkenes-A Strategy for Anti-Markovnikov Hydrofunctionalization
    Quach, Linda
    Dutta, Subhabrata
    Pfluger, Philipp M.
    Sandfort, Frederik
    Bellotti, Peter
    Glorius, Frank
    ACS CATALYSIS, 2022, 12 (04) : 2499 - 2504
  • [30] Anti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis
    Onuska, Nicholas P. R.
    Schutzbach-Horton, Megan E.
    Collazo, Jose L. Rosario
    Nicewicz, David. A.
    SYNLETT, 2020, 31 (01) : 55 - 59