Intermolecular Carbophosphination of Alkynes with Phosphole Oxides via Ni-Al Bimetal-Catalyzed C-P Bond Activation

被引：4
|
作者：
Zhang, Feng-Ping [1 ]
Wang, Rong-Hua [1 ]
Li, Jiang-Fei [1 ]
Chen, Hao [1 ]
Babu, Madala Hari [1 ]
Ye, Mengchun [1 ]
机构：
[1] Nankai Univ, Coll Chem, Frontiers Sci Ctr New Organ Matter, State Key Lab Elementoorgan Chem,Haihe Lab Sustain, Tianjin 300071, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 49期
基金：
中国国家自然科学基金;
关键词：
Bimetallic Catalysis; C-P Activation; Carbophosphination; Nickel; Phosphepine; PARA-QUINONE METHIDES; 3+2 CYCLOADDITION; VINYL AZIRIDINES; CONTROLLED CARBOMETALATION; CYCLOPROPYL KETONES; H ACTIVATION; SELECTIVE ALKENYLATION; DIVERGENT SYNTHESIS; OXIDATIVE ADDITION; CONCISE SYNTHESIS;
D O I：
10.1002/anie.202314701
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Intermolecular carbophosphination reaction of alkynes or alkenes with unreactive C-P bonds remains an elusive challenge. Herein, we used a Ni-Al bimetallic catalyst to realize an intermolecular carbophosphination reaction of alkynes with 5-membered phosphole oxides, providing a series of 7-membered phosphepines in up to 94 % yield. The intermolecular carbophosphination reaction of alkynes or alkenes with unreactive C-P bonds remains an elusive challenge. Herein, we used a Ni-Al bimetallic catalyst to realize an intermolecular carbophosphination reaction of alkynes with 5-membered phosphole oxides, providing a series of 7-membered phosphepines in up to 94 % yield.image
引用
收藏
页数：6
相关论文
共 50 条
  • [1] Ni-Al - Al Bimetal-Catalyzed Tertiary C(sp3)-H 3 ) - H Activation for Dual C-H - H Annulation of Formamides with Alkynes
    Li, Yi
    Liu, Yu-Peng
    Xu, Mengying
    Xu, Weiwei
    Zhang, Feng-Ping
    Ye, Mengchun
    CCS CHEMISTRY, 2024, 6 (11): : 2671 - 2678
  • [2] Enantioselective Construction of Oxindoles Bearing a Quaternary Carbon via Ni-Al Bimetal-Catalyzed Formyl C-H Alkylation
    Wang, Haorui
    Li, Jiang-Fei
    Xu, Mengying
    Zhou, Qi-Lin
    Xu, Weiwei
    Ye, Mengchun
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024,
  • [3] Ni-Catalyzed Intermolecular Carboacylation of Internal Alkynes via Amide C-N Bond Activation
    Koeritz, Mason T.
    Burgett, Russell W.
    Kadam, Abhishek A.
    Stanley, Levi M.
    ORGANIC LETTERS, 2020, 22 (15) : 5731 - 5736
  • [4] Computational Study on Ni-Al Bimetal-Catalyzed Twofold C-H Annulation Reaction: Mechanism, Origin of Selectivity, and Role of SPO Ligand
    Liu, Guixian
    Wang, Ling-Ling
    Zhou, Yongzhu
    Zhou, Jianguo
    Zhang, Lei
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (05)
  • [5] Transition Metal-Catalyzed C-P Bond Activation
    Zhang, Fengping
    Luan, Yuxin
    Ye, Mengchun
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (10) : 3880 - 3891
  • [6] Palladium-catalyzed C-P bond activation of aroyl phosphine oxides without the adjacent "anchoring atom"
    Chen, Xingyu
    Liu, Xiaoyan
    Zhu, Hong
    Wang, Zhiqian
    TETRAHEDRON, 2021, 81
  • [7] Ni-catalyzed C-F activation to construct C-P bond with P-P(O) and P(O)OR mediation
    Yang, Jia
    Fan, Lei
    Chen, Chen
    Wang, Mingyue
    Sun, Bingqian
    Wang, Shuai
    Zhong, Hong
    Zhou, Yongbo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (03) : 494 - 498
  • [8] Selective C-H activation of pyridine via Ni-Al
    Yu, Cheng-Han
    Hung, Chen-Hsun
    Wang, Ting-Hsuan
    Ong, Tiow-Gan
    TRENDS IN CHEMISTRY, 2023, 5 (03): : 240 - 241
  • [9] Palladium-Catalyzed Arylation of Olefins by Triarylphosphines via C-P Bond Cleavage
    Lu, Dapeng
    Xu, Yu
    Liu, Wenjing
    Guo, Lijuan
    Sun, Xingxia
    HELVETICA CHIMICA ACTA, 2015, 98 (01) : 116 - 122
  • [10] Palladium-Catalyzed Intermolecular Decarboxylative Coupling of 2-Phenylbenzoic Acids with Alkynes via C-H and C-C Bond Activation
    Wang, Congyang
    Rakshit, Souvik
    Glorius, Frank
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) : 14006 - 14008
12345