Base-Free Palladium-Catalyzed Cross-Coupling of Arylsulfonium Salts with Sodium Tetraarylborates

被引：36
作者：
Vasu, Dhananjayan [1 ]
Yorimitsu, Hideki [1 ,2 ]
Osuka, Atsuhiro [1 ]
机构：
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
[2] JST, ACT C, Sakyo Ku, Kyoto 6068502, Japan
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 21期
关键词：
C-S cleavage; C-C bond formation; cross-coupling; sulfonium salts; sodium tetraarylborates; palladium; ARYLBORONIC ACIDS; EFFICIENT CATALYST; SULFONIUM SALTS; ARYL SULFIDES; CARBON-SULFUR; LIGAND-FREE; COREY-KIM; METAL; REAGENTS; DERIVATIVES;
D O I：
10.1055/s-0035-1560476
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed cross-coupling reactions of arylsulfonium salts with sodium tetraarylborates were found to proceed smoothly without recourse to an additional base, providing a new, reliable route to biaryls from organosulfur compounds.
引用
收藏
页码：3286 / 3291
页数：6
相关论文
共 68 条
  • [1] Selective lithiation of 1-chloro-n-phenylsulfanylalkanes
    Abou, Abdeslam
    Foubelo, Francisco
    Yus, Miguel
    [J]. ARKIVOC, 2007, : 191 - 201
  • [2] SYNTHESIS, SPECTRA, AND REACTIONS OF SOME S-ALKYLTHIOPHENIUM SALTS
    ACHESON, RM
    HARRISON, DR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (13): : 1764 - &
  • [3] Nickel-NHC-Catalyzed Cross-Coupling of 2-Methylsulfanylbenzofurans with Alkyl Grignard Reagents
    Baralle, Alexandre
    Otsuka, Shinya
    Guerin, Vincent
    Murakami, Kei
    Yorimitsu, Hideki
    Osuka, Atsuhiro
    [J]. SYNLETT, 2015, 26 (03) : 327 - 330
  • [4] Efficient catalyst for the Suzuki-Miyaura coupling of potassium aryl trifluoroborates with aryl chlorides
    Barder, TE
    Buchwald, SL
    [J]. ORGANIC LETTERS, 2004, 6 (16) : 2649 - 2652
  • [5] Polyionic heterogeneous phenylating agent for base-free Suzuki-Miyaura coupling reaction
    Basu, Basudeb
    Das, Sajal
    Kundu, Sekhar
    Mandal, Bablee
    [J]. SYNLETT, 2008, (02) : 255 - 259
  • [6] Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions
    Bjerglund, Klaus M.
    Skrydstrup, Troels
    Molander, Gary A.
    [J]. ORGANIC LETTERS, 2014, 16 (07) : 1888 - 1891
  • [7] Computational characterization of the role of the base in the Suzuki-Miyaura cross-coupling reaction
    Braga, AAC
    Morgon, NH
    Ujaque, G
    Maseras, F
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (25) : 9298 - 9307
  • [8] CATELLANI M, 1990, GAZZ CHIM ITAL, V120, P779
  • [9] Chemler SR, 2001, ANGEW CHEM INT EDIT, V40, P4544, DOI 10.1002/1521-3773(20011217)40:24<4544::AID-ANIE4544>3.0.CO
  • [10] 2-N
1234567