Visible-Light-Driven Iodine-Catalyzed Synthesis of Unsymmetrical Disulfides via Oxidative Coupling

被引:1
|
作者
Ren, Ming-Zhe [1 ]
Fu, Yan-Jun [1 ]
Zhang, Bo-Sheng [1 ]
Quan, Zheng-Jun [1 ]
Wang, Xi-Cun [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Int Sci & Technol Cooperat Base Water Retent Chem, Lanzhou 730070, Gansu, Peoples R China
来源
SYNTHESIS-STUTTGART | 2023年 / 55卷 / 13期
基金
中国国家自然科学基金;
关键词
iodine; visible light; sulfur; coupling; unsymmetrical disulfides; ONE-POT SYNTHESIS; DISULFANES; ALKENES; ACID;
D O I
10.1055/s-0042-1751433
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, a facile and environmentally friendly oxidative coupling reaction to obtain unsymmetrical disulfide compounds, without using metal or organic dyes as photocatalyst and only using a catalytic amount of iodine, was developed. Oxygen is used as oxidant in the reaction and the substrate scope is wide. A gram-scale synthesis also highlights the synthetic practicality of this photochemical strategy. Moreover, our mechanistic studies support the formation of disulfide products through free-radical coupling.
引用
收藏
页码:2011 / 2018
页数:8
相关论文
共 50 条
  • [31] Synthesis of disulfides by laccase-catalyzed oxidative coupling of heterocyclic thiols
    Abdel-Mohsen, Heba T.
    Sudheendran, Kavitha
    Conrad, Juergen
    Beifuss, Uwe
    GREEN CHEMISTRY, 2013, 15 (06) : 1490 - 1495
  • [32] A Rapid and Efficient Access to Polysubstituted Imidazoles via Iodine-Catalyzed Tandem Oxidative Cyclization
    Zhang Baiqun
    Wan Changfeng
    Wang Qiang
    Zhang Shuai
    Zha Zhenggen
    Wang Zhiyong
    ACTA CHIMICA SINICA, 2012, 70 (23) : 2408 - 2411
  • [33] An Expedient Iodine-Catalyzed Synthesis of Unsymmetrical Thiosulfonates by Sulfonylation of Thiols using Sulfonyl hydrazides in the Presence of Oxone
    Yadav, Navin
    Payra, Soumen
    Moorthy, Jarugu Narasimha
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (12)
  • [34] A three-component iodine-catalyzed oxidative coupling reaction: a heterodifunctionalization of 3-methylindoles
    Zhang, Wei
    Xiang, Shiqun
    Fan, Weibin
    Jin, Jiang
    Li, Yinghua
    Huang, Deguang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (26) : 5794 - 5799
  • [35] Biofilm response and removal via the coupling of visible-light-driven photocatalysis and biodegradation in an environment of sulfamethoxazole and Cr(Ⅵ)
    Liushu Pan
    Zhou Wan
    Qilin Feng
    Jue Wang
    Jianhua Xiong
    Shuangfei Wang
    Hongxiang Zhu
    Guoning Chen
    Journal of Environmental Sciences, 2022, (12) : 50 - 61
  • [36] Thiophene-Based Covalent Triazine Frameworks as Visible-Light-Driven Heterogeneous Photocatalysts for the Oxidative Coupling of Amines
    Melero, Manuel
    Diaz, Urbano
    Llabres i Xamena, Francesc X.
    MOLECULES, 2024, 29 (07):
  • [37] Synthesis of tungsten oxide nanorods as visible-light-driven photocatalysts
    Chang, Xueting
    Sun, Shibin
    Yin, Yansheng
    MANUFACTURING PROCESSES AND SYSTEMS, PTS 1-2, 2011, 148-149 : 963 - +
  • [38] Visible-Light-Driven Selective Oxidative Coupling of Amines to Imines by Bismuth-Rich Bismuth Oxybromide in Water
    Zhao, Wei
    Yang, Chunxia
    Zhang, Xu
    Deng, Yu
    Han, Chunqiu
    Ma, Zhaoyu
    Wang, Li
    Ye, Liqun
    CHEMSUSCHEM, 2020, 13 (01) : 116 - 120
  • [39] Visible-light-driven polymerization towards the green synthesis of plastics
    Lee, Yungyeong
    Boyer, Cyrille
    Kwon, Min Sang
    NATURE REVIEWS MATERIALS, 2022, 7 (02) : 74 - 75
  • [40] Visible-light-driven polymerization towards the green synthesis of plastics
    Yungyeong Lee
    Cyrille Boyer
    Min Sang Kwon
    Nature Reviews Materials, 2022, 7 : 74 - 75