Direct cross-coupling of aryl alkynyliodines with arylsulfinic acids leading to alkynyl sulfones under catalyst-free conditions

被引:14
|
作者
Wang, Leilei [1 ]
Wei, Wei [1 ,2 ]
Yang, Daoshan [1 ]
Cui, Huanhuan [1 ]
Yue, Huilan [2 ]
Wang, Hua [1 ]
机构
[1] Qufu Normal Univ, Inst Med & Mat Appl Technol, Sch Chem & Chem Engn, Key Lab Pharmaceut Intermediates & Anal Nat Med, Qufu 273165, Shandong, Peoples R China
[2] Chinese Acad Sci, Northwest Inst Plateau Biol, Key Lab Tibetan Med Res, Xining 810008, Qinghai, Peoples R China
基金
中国国家自然科学基金;
关键词
Alkynyliodines; Sulfinic acids; Alkynyl sulfones; Additive-free; Catalyst-free; ONE-POT; HIGHLY EFFICIENT; SULFINIC ACIDS; CYCLOADDITIONS; SULFONYLATION; SUBSTITUTION; DIOXYGEN; ALKENES; DESIGN; AMINES;
D O I
10.1016/j.tetlet.2017.11.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile and efficient one-pot method has been developed for the construction of alkynyl sulfones via direct cross-coupling reaction of aryl alkynyliodines and arylsulfinic acids. The present transformation could be accomplished under catalyst- and additive-free conditions, providing a series of alkynyl sulfones in moderate to good yields with favorable functional group tolerance. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4799 / 4802
页数:4
相关论文
共 50 条
  • [31] Esterification of carboxylic acids by tributyl borate under solvent- and catalyst-free conditions
    Mansoori, Y
    Tataroglu, FS
    Sadaghian, M
    GREEN CHEMISTRY, 2005, 7 (12) : 870 - 873
  • [32] Palladium-Catalyzed Cross-Coupling of Cyclopropanols with Aryl Halides Under Mild Conditions
    Rosa, David
    Orellana, Arturo
    ORGANIC LETTERS, 2011, 13 (01) : 110 - 113
  • [33] Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
    Gribanov, Pavel S.
    Golenko, Yulia D.
    Topchiy, Maxim A.
    Minaeva, Lidiya I.
    Asachenko, Andrey F.
    Nechaev, Mikhail S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (01) : 120 - 125
  • [34] Palladium-catalysed Hiyama cross-coupling reaction of alkynyl halides with aryltrialkoxysilanes under aerobic conditions
    Tang, Jiansheng
    Guo, Cancheng
    JOURNAL OF CHEMICAL RESEARCH, 2014, (02) : 123 - 127
  • [35] Facile reduction of carboxylic acids to primary alcohols under catalyst-free and solvent-free conditions
    Harinath, Adimulam
    Bhattacharjee, Jayeeta
    Panda, Tarun K.
    CHEMICAL COMMUNICATIONS, 2019, 55 (10) : 1386 - 1389
  • [36] CuO nanoparticles: an efficient and recyclable catalyst for cross-coupling reactions of organic diselenides with aryl boronic acids
    Alves, Diego
    Santos, Cayane G.
    Paixao, Marcio W.
    Soares, Letiere C.
    de Souza, Diego
    Rodrigues, Oscar E. D.
    Braga, Antonio L.
    TETRAHEDRON LETTERS, 2009, 50 (48) : 6635 - 6638
  • [37] Catalyst-Free Csp-Csp3 Cross-Coupling of Bromodifluoroacetamides with 1-Iodoalkynes under Visible-Light Irradiation
    Yamamoto, Yoshihiko
    Kuroyanagi, Eisuke
    Suzuki, Harufumi
    Yasui, Takeshi
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (21) : 4932 - 4940
  • [38] Direct Cu-free Sonogashira cross-coupling reaction of aryl sulfonates with terminal alkynes
    Cooley, Tyler
    Riley, Sean
    Ngassa, Felix N.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [39] Catalyst-free, visible-light-induced direct radical cross-coupling perfluoroalkylation of the imidazo[1,2-a]pyridines with perfluoroalkyl iodides
    Huang, Jinbo
    Wu, Dandan
    Bai, Xiaokang
    Cai, Panyuan
    Zhu, Wei-Guo
    NEW JOURNAL OF CHEMISTRY, 2021, 45 (11) : 4925 - 4929
  • [40] Sulfur-Ligand/Pd-Catalyzed Cross-Coupling Reactions of Aryl Halides with Arylboronic Acids Under Aerobic Conditions
    Li, Hong-ling
    Wu, Zhi-sheng
    Yang, Min
    Qi, Yan-xing
    CATALYSIS LETTERS, 2010, 137 (1-2) : 69 - 73