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
来源：
TETRAHEDRON LETTERS | 2022年 / 101卷
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
  • [41] Synthesis of α,β-unsaturated carbonyl compounds via a visible-light-promoted organocatalytic aerobic oxidation
    Zhang, Junlin
    Wang, Leming
    Liu, Qi
    Yang, Zhen
    Huang, Yong
    CHEMICAL COMMUNICATIONS, 2013, 49 (99) : 11662 - 11664
  • [42] Recent Advances in Visible Light-induced Asymmetric Transformations of Carbonyl Compounds into Chiral Alcohols
    Hou, Liuzhen
    Liu, Xiaohua
    Cao, Weidi
    Feng, Xiaoming
    CHEMCATCHEM, 2023, 15 (21)
  • [43] Visible-Light Photocatalytic Radical Alkenylation of -Carbonyl Alkyl Bromides and Benzyl Bromides
    Liu, Qiang
    Yi, Hong
    Liu, Jie
    Yang, Yuhong
    Zhang, Xu
    Zeng, Ziqi
    Lei, Aiwen
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (16) : 5120 - 5126
  • [44] Recent advances of visible-light photocatalysis in the functionalization of organic compounds
    Srivastava, Vishal
    Singh, Pravin K.
    Singh, Praveen P.
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2022, 50
  • [45] Visible-light promoted fluoroalkylselenolation: toward the reactivity of unsaturated compounds
    Ghiazza, Clement
    Khrouz, Lhoussain
    Monnereau, Cyrille
    Billard, Thierry
    Tlili, Anis
    CHEMICAL COMMUNICATIONS, 2018, 54 (71) : 9909 - 9912
  • [46] Visible-light induced decarboxylative coupling of phenoxyacetic acid with disulfides: synthesis of α-arylthioanisole derivatives
    Li, Ning
    Peng, Zhao-Nian
    Xiong, Run
    Wang, Ao-Cheng
    Dong, Zhi-Bing
    Chemical Communications, 2024, 60 (83) : 12004 - 12007
  • [47] Visible-Light Photoredox Synthesis of Chiral α-Selenoamino Acids
    Jiang, Min
    Yang, Haijun
    Fu, Hua
    ORGANIC LETTERS, 2016, 18 (09) : 1968 - 1971
  • [48] Visible-light mediated synthesis of aryl alkyl ketones
    Roslin, Sara
    Odell, Luke
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [49] Intracellular Synthesis of Indoles Enabled by Visible-Light Photocatalysis
    D'Avino, Cinzia
    Gutierrez, Sara
    Feldhaus, Max J.
    Tomas-Gamasa, Maria
    Mascarenas, Jose Luis
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (05) : 2895 - 2900
  • [50] Visible-Light Photoredox Catalysis in Natural Products Synthesis
    Tan Fen
    Xiao Wenjing
    ACTA CHIMICA SINICA, 2015, 73 (02) : 85 - 89
12345