Copper-Catalyzed Synthesis of Sulfinic Esters via Oxidative Coupling of Thiols or Disulfides with Alcohols

被引:2
|
作者
Taniguchi, Nobukazu [1 ]
机构
[1] Osaka Metropolitan Univ, Fac Liberal Arts Sci & Global Educ, Dept Dept Chem, Sakai, Osaka 5998531, Japan
关键词
TE BOND; NUCLEOPHILES; SE;
D O I
10.1002/ajoc.202400131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper-catalyzed coupling of thiols with alcohols was achieved under air atmosphere. The reaction proceeded smoothly in the presence of a base such as Cs2CO3 or Rb2CO3 affording sulfinic esters in good yields. Furthermore, disulfides were also available in the procedure. Both sulfide-groups on disulfide were efficiently consumed.
引用
收藏
页数:7
相关论文
共 50 条
  • [41] Copper-Catalyzed Oxidative Dehydrogenative Carboxylation of Unactivated Alkanes to Allylic Esters via Alkenes
    Tran, Ba L.
    Driess, Matthias
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (49) : 17292 - 17301
  • [42] Copper-catalyzed Oxidative Olefination of Thiols Using Sulfones and Phosphorous Ylides
    Shyam, Pranab K.
    Lee, Chan
    Jang, Hye-Young
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (07) : 1824 - 1827
  • [43] Copper-catalyzed oxidative coupling between ethers and salicylaldehydes for the selective synthesis of acetals
    Barve, Balaji
    Wu, Yang-Chang
    El-Shazly, Mohamed
    Korinek, Michal
    Cheng, Yuan-Bin
    Wang, Jeh-Jeng
    Chang, Fang-Rong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [44] Copper-Catalyzed Aerobic Oxidative Coupling of Aminocarbazoles and Aminoindoles: Synthesis of Diindolophenazines and Dipyrrolophenazines
    Meesala, Ramu
    Nagarajan, Rajagopal
    SYNLETT, 2010, (18) : 2808 - 2812
  • [46] Copper-catalyzed highly efficient aerobic oxidative synthesis of imines from alcohols and amines
    Kang, Qiang
    Zhang, Yugen
    GREEN CHEMISTRY, 2012, 14 (04) : 1016 - 1019
  • [47] Electrochemical Synthesis of Sulfinate Esters: Nickel(II)-Catalyzed Oxidative Esterification of Thiols with Alcohols in an Undivided Cell
    Kaboudin, Babak
    Behrouzi, Leila
    Kazemi, Foad
    Najafpour, Mohammad M.
    Aoyama, Hiroshi
    ACS OMEGA, 2020, 5 (29): : 17947 - 17954
  • [48] Synthesis of Sulfoximines by Copper-Catalyzed Oxidative Coupling of Sulfinamides and Aryl Boronic Acids
    Zou, Xi
    Wang, Hanbing
    Gao, Bing
    ORGANIC LETTERS, 2023, : 7656 - 7660
  • [49] Copper-catalyzed oxidative coupling of carboxylic acids with formamides for the synthesis of α,β-unsaturated amides
    Li, Huamin
    Pan, Changduo
    Cheng, Yixiang
    Zhu, Chengjian
    TETRAHEDRON LETTERS, 2013, 54 (49) : 6679 - 6681
  • [50] Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis
    Miller, Eric M.
    Walczak, Maciej A.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (12): : 8230 - 8239