Visible-Light-Driven Deoxygenative Heteroarylation of Alcohols with Heteroaryl Sulfones

被引:3
|
作者
Xiong, Yanjiao [1 ]
Zhang, Qi [1 ]
Zhang, Jun [1 ]
Wu, Xuesong [1 ]
机构
[1] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, Hubei Key Lab Bioinorgan Chem & Mat Med, Wuhan 430074, Hubei, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期
基金
中国国家自然科学基金;
关键词
SINGLE-ELECTRON TRANSMETALATION; PARADIGM;
D O I
10.1021/acs.joc.3c02733
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The visible-light-promoted deoxygenative radical heteroarylation of alcohols was achieved in the absence of any external photosensitizers. The processes occur through the generation of xanthate salts from alcohols, followed by SET and fragmentation, delivering alkyl radicals to react with heteroaryl sulfones. This method is amenable for a wide range of alcohols with good functional group tolerance, providing a practical strategy for the alkylation of benzo-heteroaromatics. Mechanism studies indicate that direct visible-light excitation of xanthate anions and subsequent SET initiate the reactions.
引用
收藏
页码:3629 / 3634
页数:6
相关论文
共 50 条
  • [41] 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 - +
  • [42] Aerobic Visible-Light-Driven Borylation of Heteroarenes in a Gel Nanoreactor
    Herrera-Luna, Jorge C.
    Diaz, David Diaz
    Abramov, Alex
    Encinas, Susana
    Jimenez, M. Consuelo
    Perez-Ruiz, Raul
    ORGANIC LETTERS, 2021, 23 (06) : 2320 - 2325
  • [43] Advancements in visible-light-driven double perovskite nanoparticles for photodegradation
    Jana, Runia
    Rajaitha, P. Mary
    Hajra, Sugato
    Kim, Hoe Joon
    MICRO AND NANO SYSTEMS LETTERS, 2023, 11 (01)
  • [44] Polyimide with enhanced π stacking for efficient visible-light-driven photocatalysis
    Zhang, Kelian
    Li, Hanmei
    Shi, Haixian
    Hong, Wei
    CATALYSIS SCIENCE & TECHNOLOGY, 2021, 11 (14) : 4889 - 4897
  • [45] Visible-light-driven hydrogen evolution with polyoxometalate as electron relay
    Liu, Xing
    Li, Yuexiang
    Peng, Shaoqin
    Lai, Hua
    Yi, Zhengji
    JOURNAL OF PHOTONICS FOR ENERGY, 2016, 6 (04):
  • [46] Visible-light-driven isotropic hydrogels as anisotropic underwater actuators
    Xiang, Shi-Li
    Su, Yu-Xuan
    Yin, Hong
    Li, Chong
    Zhu, Ming-Qiang
    NANO ENERGY, 2021, 85
  • [47] Intermolecular Aminotrifluoromethylation of Alkenes by Visible-Light-Driven Photoredox Catalysis
    Yasu, Yusuke
    Koike, Takashi
    Akita, Munetaka
    ORGANIC LETTERS, 2013, 15 (09) : 2136 - 2139
  • [48] Recent Advances in Visible-Light-Driven Photocatalyzed γ-Cyanoalkylation Reactions
    Guin, Soumitra
    Majee, Debashis
    Samanta, Sampak
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (07) : 1595 - 1618
  • [49] Tunable Organic Photocatalysts for Visible-Light-Driven Hydrogen Evolution
    Sprick, Reiner Sebastian
    Jiang, Jia-Xing
    Bonillo, Baltasar
    Ren, Shijie
    Ratvijitvech, Thanchanok
    Guiglion, Pierre
    Zwijnenburg, Martijn A.
    Adams, Dave J.
    Cooper, Andrew I.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (09) : 3265 - 3270
  • [50] 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