Recent Progress in the Metal-Free or Nonnoble-Metal-Catalyzed Oxidation of Alkynes by Using Pyridine N-Oxides as External Oxidants

被引:17
|
作者
Zhou, Bo [1 ,2 ]
Li, Long [1 ,2 ]
Ye, Long-Wu [1 ,2 ,3 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Fujian, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Lab Chem Biol Fujian Prov, Xiamen 361005, Fujian, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
green chemistry; heterocycles; alkynes; oxidation; catalysis; OXO GOLD CARBENES; INTERMOLECULAR OXIDATION; PRACTICAL SYNTHESIS; TERMINAL ALKYNES; C-C; ACCESS; EFFICIENT; CYCLIZATION; GENERATION; FUNCTIONALIZATION;
D O I
10.1055/s-0035-1560961
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic oxidation of alkynes by using pyridine N-oxides as external oxidants has proven to be a powerful tool in organic synthesis, allowing the assembly of functionalized carbocycles and heterocycles in a remarkably efficient manner. Recent progress in this area is reviewed with emphasis on metal-free or nonnoble-metal-catalyzed oxidative cyclizations.
引用
收藏
页码:493 / 497
页数:5
相关论文
共 50 条
  • [31] Deoxygenation of tertiary amine N-oxides under metal free condition using phenylboronic acid
    Gupta, Surabhi
    Sureshbabu, Popuri
    Singh, Adesh Kumar
    Sabiah, Shahulhameed
    Kandasamy, Jeyakumar
    TETRAHEDRON LETTERS, 2017, 58 (10) : 909 - 913
  • [32] Metal-Free C-2 Alkylation of N-Oxides with Ethers via Radical Cross-Coupling Reactions
    Dong, Daoqing
    Li, Guanghui
    Chen, Demao
    Sun, Yuanyuan
    Han, Qingqing
    Wang, Zuli
    Xu, Xinming
    Yu, Xianyong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (06) : 1766 - 1771
  • [33] Metal-Free Visible-Light Catalytic Deoxygenation of Azaaryl N-Oxides: Harnessing Photons for Efficient Greener Synthesis
    Mandal, Susanta
    Phukan, Kimron Protim
    Basumatary, Joneswar
    Roy, Biswajit Gopal
    CHEMISTRY-AN ASIAN JOURNAL, 2024, 19 (11)
  • [34] A metal-free aerobic oxidation of nitrotoluenes catalyzed by N,N′,N"-trihydroxyisocyanuric acid (THICA) and a novel approach to the catalyst
    Wang, Kai
    Zhou, Zhiming
    Song, Jinhong
    Bi, Lixue
    Shen, Ning
    Wu, Yukai
    Chen, Fuxue
    Wen, Hongliang
    JOURNAL OF HAZARDOUS MATERIALS, 2010, 184 (1-3) : 400 - 405
  • [35] A Simple Metal-free Synthesis of 2,4,5-Trisubstituted Pyridines and Pyridine N-Oxides by [2+2] Cycloaddition of Enaminones to Propyne Iminium Salts
    Bezensek, Jure
    Prek, Benjamin
    Groselj, Uros
    Golobic, Amalija
    Stare, Katarina
    Svete, Jurij
    Kantlehner, Willi
    Maas, Gerhard
    Stanovnik, Branko
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2014, 69 (05): : 554 - 566
  • [36] Direct regioselective phosphonation of heteroaryl N-oxides with H-phosphonates under metal and external oxidant free conditions
    Wang, Hui
    Cui, Xiuling
    Pei, Yu
    Zhang, Qianqian
    Bai, Jie
    Wei, Donghui
    Wu, Yangjie
    CHEMICAL COMMUNICATIONS, 2014, 50 (92) : 14409 - 14411
  • [37] A new metal-free protocol for oxidation of alcohols using N,N-dibromo-p-toluenesulfonamide
    Saikia, Indranirekha
    Chakraborty, Pranita
    Phukan, Prodeep
    ARKIVOC, 2009, : 281 - 286
  • [38] Metal-free methylation of a pyridine N-oxide C-H bond by using peroxides
    Li, Gang
    Yang, Suling
    Lv, Bingjie
    Han, Qingqing
    Ma, Xingxing
    Sun, Kai
    Wang, Zhiyong
    Zhao, Feng
    Lv, Yunhe
    Wu, Hankui
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (46) : 11184 - 11188
  • [39] H-Phosphonate-Mediated Amination of Quinoline N-Oxides with Tertiary Amines: A Mild and Metal-Free Synthesis of 2-Dialkylaminoquinolines
    Chen, Xiaolan
    Li, Xu
    Qu, Zhibo
    Ke, Diandian
    Qu, Lingbo
    Duan, Likun
    Mai, Wenpeng
    Yuan, Jinwei
    Chen, Jianyu
    Zhao, Yufen
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (09) : 1979 - 1985
  • [40] Regioselective Metal-Free C2-H Arylation of Quinoline N-Oxides with Aryldiazonium Salts/Anilines under Ambient Conditions
    Kumar, Rakesh
    Kumar, Rakesh
    Dhiman, Ankit Kumar
    Sharma, Upendra
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (08) : 1043 - 1053