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
  • [1] Synthesis of Quinolines by Visible-Light Induced Radical Reaction of Vinyl Azides and -Carbonyl Benzyl Bromides
    Wang, Qile
    Huang, Jun
    Zhou, Lei
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (11) : 2479 - 2484
  • [2] Visible Light Induced Eosin Y Catalysed Green Synthesis of Substituted Pyrroles
    Rohit Kumar
    Km Garima
    Vishal Srivastava
    Praveen P. Singh
    Pravin K. Singh
    Catalysis Letters, 2025, 155 (1)
  • [3] Visible-Light Photocatalytic Aerobic Annulation for the Green Synthesis of Pyrazoles
    Ding, Ya
    Zhang, Te
    Chen, Qiu-Yun
    Zhu, Chunyin
    ORGANIC LETTERS, 2016, 18 (17) : 4206 - 4209
  • [4] Visible-Light Induced Organophotocatalysis for the Synthesis of Difluoroethylated Benzoxazines
    Chen Xiang
    Ouyang Wen-Tao
    Li Xiao
    He Wei-Min
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (12) : 4213 - 4219
  • [5] Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
    Klis, Tomasz
    CATALYSTS, 2023, 13 (01)
  • [6] Synthesis of Tri- and Difluoromethoxylated Compounds by Visible-Light Photoredox Catalysis
    Lee, Johnny W.
    Lee, Katarzyna N.
    Ngai, Ming-Yu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (33) : 11171 - 11181
  • [7] Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO2
    Cao, Guang-Mei
    Hu, Xin-Long
    Liao, Li-Li
    Yan, Si-Shun
    Song, Lei
    Chruma, Jason J.
    Gong, Li
    Yu, Da-Gang
    NATURE COMMUNICATIONS, 2021, 12 (01)
  • [8] Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO2
    Guang-Mei Cao
    Xin-Long Hu
    Li-Li Liao
    Si-Shun Yan
    Lei Song
    Jason J. Chruma
    Li Gong
    Da-Gang Yu
    Nature Communications, 12
  • [9] Visible light induced cooperative carbonylation and (hetero)aryl migration: synthesis of multi-carbonyl compounds
    Yang, Hefei
    Wang, Yuanrui
    Wang, Le-Cheng
    Wu, Xiao-Feng
    CHEMICAL SCIENCE, 2024, : 14304 - 14309
  • [10] Synthesis of aziridines by visible-light induced decarboxylative cyclization of N-aryl glycines and diazo compounds
    Yong Liu
    Xichang Dong
    Guojun Deng
    Lei Zhou
    Science China Chemistry, 2016, 59 : 199 - 202