Visible light-mediated oxidative C(sp3)-H phosphonylation for α-aminophosphonates under oxidant-free conditions

被引：78
|
作者：
Niu, Linbin [1 ]
Wang, Shengchun [1 ]
Liu, Jiamei [1 ]
Yi, Hong [1 ]
Liang, Xing-An [1 ]
Liu, Tianyi [1 ]
Lei, Aiwen [1 ,2 ]
机构：
[1] Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
[2] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 13期
基金：
中国国家自然科学基金;
关键词：
DEHYDROGENATIVE-COUPLING REACTIONS; N-ARYL TETRAHYDROISOQUINOLINES; BOND-FORMING REACTIONS; C-H FUNCTIONALIZATION; PHOTOREDOX CATALYSIS; BIOLOGICAL EVALUATION; EXCITED-STATE; EFFICIENT; AMINES; PHOSPHONATION;
D O I：
10.1039/c7cc09624k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An external oxidant-free synthesis of alpha-aminophosphonates by synergistically combining photocatalysis and proton-reduction catalysis is developed herein. The gram-scale experiment demonstrates the potential utility of this protocol. This study may have important implications for the functionalization of oxidant-sensitive C(sp(3))-H bonds.
引用
收藏
页码：1659 / 1662
页数：4
相关论文
共 50 条
  • [1] Visible-Light-Induced External Oxidant-Free Oxidative Phosphonylation of C(sp2)-H Bonds
    Niu, Linbin
    Liu, Jiamei
    Yi, Hong
    Wang, Shengchun
    Liang, Xing-An
    Singh, Atul K.
    Chiang, Chien-Wei
    Lei, Aiwen
    ACS CATALYSIS, 2017, 7 (11): : 7412 - 7416
  • [2] Cobalt-Catalyzed Oxidative C(sp3)-H Phosphonylation for α-Aminophosphonates via C(sp3)-H/P(O)-H Coupling
    Lin, Binzhou
    Shi, Shanshan
    Lin, Rongcan
    Cui, Yiqun
    Fang, Meijuan
    Tang, Guo
    Zhao, Yufen
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (12): : 6754 - 6761
  • [3] Visible-Light-Induced Remote C(sp3)-H Phosphonylation of Amides
    Xiang Panjie
    Yu Bing
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (06) : 2057 - 2058
  • [4] Metal- and Oxidant-Free Direct sp3 C-H Arylation of Pyrrolidine
    Haldar, Surajit
    Mahato, Sujit
    Jana, Chandan K.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (01) : 44 - 47
  • [5] Visible light-mediated C (sp3)-H bond functionalization inside an all-organic nanocavity
    Roy, Debojyoti
    Paul, Sunandita
    Dasgupta, Jyotishman
    CHEMICAL COMMUNICATIONS, 2023, 59 (88) : 13143 - 13146
  • [6] Anodic C(sp3)-H Acyloxylation of Indolin-3-ones Enabled by Oxidant-Free Cross-Dehydrogenative C(sp3)-O Coupling
    Zou, Canlin
    Wu, Hongting
    He, Jiangtao
    Hu, Yunfei
    Deng, Weijie
    Li, Xinling
    Hu, Jinhui
    Li, Yibiao
    Huang, Yubing
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (02): : 1335 - 1347
  • [7] Visible-Light-Induced C(sp3)-H Oxidative Arylation with Heteroarenes
    Liang, Xing-An
    Niu, Linbin
    Wang, Shengchun
    Liu, Jiamei
    Lei, Aiwen
    ORGANIC LETTERS, 2019, 21 (07) : 2441 - 2444
  • [8] Defluorinative C(sp3)-P Bond Construction for the Synthesis of Phosphorylation gem-Difluoroalkenes under Catalyst- and Oxidant-Free Conditions
    Li, Congyu
    Yuan, Jing-Mei
    Chen, Wenqiang
    He, Yimiao
    Huang, Jun
    Huang, Yanmin
    Xiao, Qi
    Sheng, Jiarong
    Huang, Chusheng
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (15) : 2584 - 2587
  • [9] Photoinduced Remote C(sp3)-H Phosphonylation of Amides
    Wang, Jian
    Zhang, Yuchen
    Zhu, Lin
    Xue, Xiao-Song
    Li, Chaozhong
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (23)
  • [10] Visible light mediated efficient oxidative benzylic sp3 C-H to ketone derivatives obtained under mild conditions using O2
    Yi, Hong
    Bian, Changliang
    Hu, Xia
    Niu, Linbin
    Lei, Aiwen
    CHEMICAL COMMUNICATIONS, 2015, 51 (74) : 14046 - 14049
12345