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
  • [21] Directed oxidative coupling of thiols in the synthesis of unsymmetrical disulfides
    Burmistrova, D. A.
    Smolyaninov, I., V
    Berberova, N. T.
    RUSSIAN CHEMICAL BULLETIN, 2020, 69 (05) : 990 - 995
  • [22] Copper-catalyzed oxidative amidation of benzyl alcohols
    Krabbe, Scott
    Chan, Vincent
    Franczyk, Thaddeus
    Shekhar, Shashank
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [23] Copper-Catalyzed Dehydrogenative Coupling of Arenes with Alcohols
    Bhadra, Sukalyan
    Matheis, Christian
    Katayev, Dmitry
    Goossen, Lukas J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (35) : 9279 - 9283
  • [24] Copper-Catalyzed Coupling of Thiourea with Aryl Iodides: The Direct Synthesis of Aryl Thiols
    Qiao Shu
    Xie Kun
    Qi Junsheng
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (08) : 1441 - 1443
  • [25] Air oxidative coupling of thiols to disulfides catalyzed by Fe(III)/NaI
    Iranpoor, N
    Zeynizadeh, B
    SYNTHESIS-STUTTGART, 1999, (01): : 49 - 50
  • [26] Copper-catalyzed carbonylative coupling of alkyl iodides with phenols for the synthesis of esters
    Zhao, Fengqian
    Russo, Patrizio
    Mancuso, Raffaella
    Gabriele, Bartolo
    Wu, Xiao-Feng
    JOURNAL OF CATALYSIS, 2022, 413 : 907 - 912
  • [27] Copper-catalyzed synthesis of alkylboronate esters
    Tajuddin, Hazmi
    Yang, Chu-Ting
    Zhang, Zhen-Qi
    Wu, Chen-Cheng
    Liang, Jun
    Liu, Jing-Hui
    Fu, Yao
    Czyzewska, Maria
    Liu, Lei
    Marder, Todd B.
    Steel, Patrick G.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [28] Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide
    Lan-Anh Thi Nguyen
    Tri-Nghia Le
    Cong-Thang Duong
    Chi-Tam Vo
    Fritz Duus
    Thi Xuan Thi Luu
    JOURNAL OF SULFUR CHEMISTRY, 2021, 42 (05) : 519 - 528
  • [29] Synthesis of Unsymmetrical Azoxyarenes via Copper-Catalyzed Aerobic Oxidative Dehydrogenative Coupling of Anilines with Nitrosoarenes
    Shi, Chongyang
    Xu, Boxia
    Fang, Xiaolan
    Yu, Xiaochun
    Jin, Huile
    Wang, Shun
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (07) : 1963 - 1967
  • [30] Total synthesis of calothrixin B via sequential Sonogashira coupling/copper-catalyzed oxidative cyclization
    Ramkumar, Nagarajan
    Nagarajan, Rajagopal
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (45) : 11046 - 11051