(2-Chlorobenzoyloxy)copper(I) catalyzed C-S cross-coupling of di(hetero) aryl disulfides with aryl boronic acids under base-free conditions

被引:25
作者
Guo, Yan [1 ]
Quan, Zheng-Jun [1 ]
Da, Yu-Xia [1 ]
Zhang, Zhang [1 ]
Wang, Xi-Cun [1 ]
机构
[1] Northwest Normal Univ, Lab Ecoenvironm Related Polymer Mat, Gansu Key Lab Polymer Mat, Minist Educ China,Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
关键词
ORGANOBORONIC ACIDS; LIGAND-FREE; DIPHENYL DISELENIDE; ARYLBORONIC ACIDS; DIARYL DISULFIDES; HIGHLY EFFICIENT; BOND FORMATION; TE BOND; CLEAVAGE; HALIDES;
D O I
10.1039/c5ra05594f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(2-Chlorobenzoyloxy)copper(I) exhibited high activity towards the challenging C-S cross-coupling of di(hetero)aryl disulfides with aryl boronic acids. Herein, diheteroaryl as well as diaryl thioethers were produced with good to excellent yields under base-free conditions.
引用
收藏
页码:45479 / 45483
页数:5
相关论文
共 53 条
  • [1] Alkyl- and arylthiolation of aryl halides catalyzed by fluorinated bis-imino-nickel NNN pincer complexes [NiCl2{C5H3N-2,6-(CHNArf)2}]
    Baldovino-Pantaleón, O
    Hernández-Ortega, S
    Morales-Morales, D
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (1-2) : 236 - 242
  • [2] Thiolation of iodobenzene catalyzed by fluorinated bis-imino nickel NNN pincer complexes
    Baldovino-Pantaleón, O
    Hernández-Ortega, S
    Morales-Morales, D
    [J]. INORGANIC CHEMISTRY COMMUNICATIONS, 2005, 8 (10) : 955 - 959
  • [3] Transition-Metal-Catalyzed C-S, C-Se, and C-Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions
    Beletskaya, Irina P.
    Ananikov, Valentine P.
    [J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1596 - 1636
  • [4] Potent Inhibitors of LpxC for the Treatment of Gram-Negative Infections
    Brown, Matthew F.
    Reilly, Usa
    Abramite, Joseph A.
    Arcari, Joel T.
    Oliver, Robert
    Barham, Rose A.
    Che, Ye
    Chen, Jinshan Michael
    Collantes, Elizabeth M.
    Chung, Seung Won
    Desbonnet, Charlene
    Doty, Jonathan
    Doroski, Matthew
    Engtrakul, Juntyma J.
    Harris, Thomas M.
    Huband, Michael
    Knafels, John D.
    Leach, Karen L.
    Liu, Shenping
    Marfat, Anthony
    Marra, Andrea
    McElroy, Eric
    Melnick, Michael
    Menard, Carol A.
    Montgomery, Justin I.
    Mullins, Lisa
    Noe, Mark. C.
    O'Donnell, John
    Penzien, Joseph
    Plummer, Mark S.
    Price, Loren M.
    Shanmugasundaram, Veerabahu
    Thoma, Christy
    Uccello, Daniel P.
    Warmus, Joseph S.
    Wishka, Donn G.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (02) : 914 - 923
  • [5] Carbonic anhydrase inhibitors: Inhibition of cytosolic isozymes I and II with sulfamide derivatives
    Casini, A
    Winum, JY
    Montero, JL
    Scozzafava, A
    Supuran, CT
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (05) : 837 - 840
  • [6] Highly regioselective synthesis of aryl chalcogenides through C-H functionalization of arenes
    Cheng, Jun-Hao
    Yi, Chih-Lun
    Liu, Tsung-Jui
    Lee, Chin-Fa
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (67) : 8440 - 8442
  • [7] Iron-catalyzed S-arylation of thiols with aryl iodides
    Correa, Arkaitz
    Carril, Monica
    Bolm, Carsten
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (15) : 2880 - 2883
  • [8] Synthesis and cardiotonic activity of novel pyrimidine derivatives: Crystallographic and quantum chemical studies
    Dorigo, P
    Fraccarollo, D
    Santostasi, G
    Maragno, I
    Floreani, M
    Borea, PA
    Mosti, L
    Sansebastiano, L
    Fossa, P
    Orsini, F
    Benetollo, F
    Bombieri, G
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (19) : 3671 - 3683
  • [9] Chemo-Controlled Cross-Coupling of Di(hetero)aryl Disulfides with Grignard Reagents: C-C vs. C-S Bond Formation
    Du, Bao-Xin
    Quan, Zheng-Jun
    Da, Yu-Xia
    Zhang, Zhang
    Wang, Xi-Cun
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (06) : 1270 - 1276
  • [10] A general and long-lived catalyst for the palladium-catalyzed coupling of aryl halides with thiols
    Fernández-Rodríguez, MA
    Shen, QL
    Hartwig, JF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (07) : 2180 - 2181