A nickel/organoboron catalyzed metallaphotoredox platform for C(sp2)-P and C(sp2)-S bond construction

被引：17
作者：
Zhu, Yuan [1 ]
Zu, Weisai [1 ]
Tian, Qing [1 ]
Cao, Zifeng [1 ]
Wei, Yu [1 ]
Xu, Liang [1 ]
机构：
[1] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 04期
基金：
中国国家自然科学基金;
关键词：
VISIBLE-LIGHT PHOTOREDOX; NICKEL CATALYSIS; CARBON; ARYL; THIOLS; OXYGEN;
D O I：
10.1039/d1qo01778k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, an organoboron photocatalyst, aminoquinolate diarylboron (AQDAB), is utilized collaboratively with a nickel catalyst in metallaphotoredox catalyzed C(sp(2))-P and C(sp(2))-S cross-coupling reactions. This strategy effectively couples aryl halides with diarylphosphine oxides and thiols at room temperature under an air atmosphere, affording the corresponding triarylphosphine oxides and thioethers in generally moderate to good yields.
引用
收藏
页码：1070 / 1076
页数：7
相关论文
共 50 条
  • [1] Iron-Catalyzed C(sp2)-H Bond Functionalization with Organoboron Compounds
    Shang, Rui
    Ilies, Laurean
    Asako, Sobi
    Nakamura, Eiichi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (41) : 14349 - 14352
  • [2] Superfast Formation of C(sp2)-N, C(sp2)-P, and C(sp2)-S Vinylic Bonds in Water Microdroplets
    Meng, Yifan
    Zare, Richard N.
    Gnanamani, Elumalai
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (06)
  • [3] Recent Advance in Ni-Catalyzed Reductive Cross-Coupling to Construct C(sp2)-C(sp2) and C(sp2)-C(sp3) Bonds
    Li, Yaqiong
    Fan, Yuhang
    Jia, Qianfa
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (02) : 350 - 362
  • [4] Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes
    Chaitanya, Manthena
    Anbarasan, Pazhamalai
    ORGANIC LETTERS, 2015, 17 (15) : 3766 - 3769
  • [5] Nickel-Catalyzed Stereoconvergent C(sp2)-F Alkenylation of Monofluoroalkenes
    Li, Xiaowei
    Shan, Wenlong
    Zhou, Nan
    Wang, Zemin
    Liu, Ruihua
    Zhuang, Wenli
    Yuan, Leifeng
    Shi, Cong
    Qin, Hongyun
    Chen, Jiashu
    Li, Xiangqian
    Shi, Dayong
    ORGANIC LETTERS, 2024, 26 (40) : 8521 - 8526
  • [6] Rhodium-catalysed C(sp2)-C(sp2) bond formation via C-H/C-F activation
    Tian, Panpan
    Feng, Chao
    Loh, Teck-Peng
    NATURE COMMUNICATIONS, 2015, 6
  • [7] Recent Progress in Amination Enabled by Transition-Metal-Free C(sp2)-O/C(sp2)-S Bond Cleavage Strategy
    Lia, Shen-Huan
    Longa, Cheng-Yu
    Yang, Xin-Ge
    Wang, Xue-Qiang
    SYNTHESIS-STUTTGART, 2021, 53 (20): : 3716 - 3724
  • [8] Unlocking Tertiary Acids for Metallaphotoredox C(sp2)-C(sp3) Decarboxylative Cross-Couplings
    Guo, Junqing
    Norris, Derek
    Ramirez, Antonio
    Sloane, Jack L.
    Simmons, Eric M.
    Ganley, Jacob M.
    Oderinde, Martins S.
    Dhar, T. G. Murali
    Davies, Geraint H. M.
    Sherwood, Trevor C.
    ACS CATALYSIS, 2023, 13 (18) : 11910 - 11918
  • [9] Electrochemical Nickel-Catalyzed C(sp2)-H Functionalization of Tropones with Aldehydes
    Brunetti, Andrea
    Kiriakidi, Sofia
    Garbini, Mauro
    Monda, Giulia
    Zanardi, Chiara
    Lopez, Carlos Silva
    Bertuzzi, Giulio
    Bandini, Marco
    ACS CATALYSIS, 2025, 15 (04): : 3184 - 3190
  • [10] Dual gold photoredox C(sp2)-C(sp2) cross couplings - development and mechanistic studies
    Gauchot, Vincent
    Lee, Ai-Lan
    CHEMICAL COMMUNICATIONS, 2016, 52 (66) : 10163 - 10166
12345