Visible-light induced green synthesis of y-deuterated carbonyl compounds

被引:3
|
作者
Hu, Lifu [1 ]
Li, Ruining [1 ]
Deng, Wei [2 ]
Sun, Zhankui [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Pharm, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Med, Shanghai Peoples Hosp 9, Dept Oncol, Shanghai 200125, Peoples R China
关键词
Deuteration; Radical addition; Green synthesis; Visible-light; Introduction; DEUTERIUM; TRITIATION; TRITIUM; D2O;
D O I
10.1016/j.tetlet.2022.153914
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deuteration isa widely used labelling technique. Through a visible-light induced desulfurization and rad-ical addition process in EtOAc-D2O, we were able to develop the direct synthesis of y-deuterated carbonyl compounds from a-sulfide ketones and alkenes. Products with different functionalities were efficiently synthesized with high-deuteration. This mild and metal-free method provides a valuable tool for medic-inal and synthetic chemists. (C) 2022 Elsevier Ltd. All rights reserved.
引用
收藏
页数:4
相关论文
共 50 条
  • [31] Trifluoroethylation of Alkynes: Synthesis of Allylic-CF3 Compounds by Visible-Light Photocatalysis
    Roh, Geum-bee
    Iqbal, Naeem
    Cho, Eun Jin
    CHINESE JOURNAL OF CHEMISTRY, 2016, 34 (05) : 459 - 464
  • [32] Visible-Light Induced Direct Synthesis of Polysubstituted Furans from Cyclopropyl Ketones
    Feng, Liyan
    Yan, Hang
    Yang, Chao
    Chen, Dafa
    Xia, Wujiong
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (16): : 7008 - 7022
  • [33] Visible-Light Induced Radical Silylation for the Synthesis of Dibenzosiloles via Dehydrogenative Cyclization
    Yang, Chao
    Wang, Jing
    Li, Jianhua
    Ma, Wenchao
    An, Kun
    He, Wei
    Jiang, Chao
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (16) : 3049 - 3054
  • [34] Synthesis of BiFeo3 nanoparticles for the visible-light induced photocatalytic property
    Gao, Tong
    Chen, Zhi
    Zhu, Yuxiang
    Niu, Feng
    Huang, Qiaoli
    Qin, Laishun
    Sun, Xingguo
    Huang, Yuexiang
    MATERIALS RESEARCH BULLETIN, 2014, 59 : 6 - 12
  • [35] Photoinduced promiscuity of cyclohexanone monooxygenase for the enantioselective synthesis of α-deuterated carbonyl compounds
    Peng, Yongzhen
    Xia, Kongchen
    Wu, Qi
    MOLECULAR CATALYSIS, 2024, 553
  • [36] Photoinduced promiscuity of cyclohexanone monooxygenase for the enantioselective synthesis of α-deuterated carbonyl compounds
    Peng, Yongzhen
    Xia, Kongchen
    Wu, Qi
    Molecular Catalysis, 2024, 553
  • [37] PHOTOSENSITIZING ACTION OF EOSIN-Y FOR VISIBLE-LIGHT INDUCED HYDROGEN EVOLUTION FROM WATER
    MISAWA, H
    SAKURAGI, H
    USUI, Y
    TOKUMARU, K
    CHEMISTRY LETTERS, 1983, (07) : 1021 - 1024
  • [38] β-Carotene/Limonene Derivatives/Eugenol: Green Synthesis of Antibacterial Coatings under Visible-Light Exposure
    Breloy, Louise
    Ouarabi, Celia Ait
    Brosseau, Arnaud
    Dubot, Pierre
    Brezova, Vlasta
    Andaloussi, Samir Abbad
    Malval, Jean-Pierre
    Versace, Davy-Louis
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (24): : 19591 - 19604
  • [39] Modeling Green-light Fiber Amplifiers for Visible-light Communication Systems
    Khushik, Muhammad Hanif Ahmed Khan
    Jiang, Chun
    CURRENT OPTICS AND PHOTONICS, 2019, 3 (02) : 105 - 110
  • [40] Mechanism of visible-light photoisomerization of a rhenium(I) carbonyl-diimine complex
    Gindensperger, Etienne
    Koeppel, Horst
    Daniel, Chantal
    CHEMICAL COMMUNICATIONS, 2010, 46 (43) : 8225 - 8227