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

被引：0
|
作者：
Taniguchi, Nobukazu [1 ]
机构：
[1] Osaka Metropolitan Univ, Fac Liberal Arts Sci & Global Educ, Dept Dept Chem, Sakai, Osaka 5998531, Japan
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 13卷 / 08期
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
  • [1] Copper-Catalyzed Cross-Coupling of Thiols, Alcohols, and Oxygen for the Synthesis of Esters
    Lim, Seungyeon
    Ji, Miran
    Wang, Xi
    Lee, Chan
    Jang, Hye-Young
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (03) : 591 - 595
  • [2] Copper-Catalyzed Oxidative Synthesis of Sulfinamides Using Thiols or Disulfides with Amines
    Taniguchi, Nobukazu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (12) : 2157 - 2162
  • [3] Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
    Chen, Lingjuan
    Pu, Jiangxin
    Liu, Ping
    Dai, Bin
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2019, 23 (08) : 1102 - 1108
  • [4] Copper-Catalyzed Synthesis of Thiosulfonates by Oxidative Coupling of Thiols with Sodium Sulfinates
    Taniguchi, Nobukazu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (26) : 5691 - 5694
  • [5] Synthesis of disulfides by laccase-catalyzed oxidative coupling of heterocyclic thiols
    Abdel-Mohsen, Heba T.
    Sudheendran, Kavitha
    Conrad, Juergen
    Beifuss, Uwe
    GREEN CHEMISTRY, 2013, 15 (06) : 1490 - 1495
  • [6] Nucleophilic disulfurating reagents for unsymmetrical disulfides construction via copper-catalyzed oxidative cross coupling
    Dai, Zhihong
    Xiao, Xiao
    Jiang, Xuefeng
    TETRAHEDRON, 2017, 73 (26) : 3702 - 3706
  • [7] Copper-catalyzed sulfenylation of pyrroles with disulfides or thiols: directly synthesis of sulfenyl pyrroles
    Alves, Diego
    Lara, Renata G.
    Contreira, Maria E.
    Radatz, Catia S.
    Duarte, Luis F. B.
    Perin, Gelson
    TETRAHEDRON LETTERS, 2012, 53 (26) : 3364 - 3368
  • [8] Synthesis of Polyfunctional Pyridines via Copper-Catalyzed Oxidative Coupling Reactions
    Fu, Yajie
    Wang, Panpan
    Guo, Xin
    Wu, Ping
    Meng, Xu
    Chen, Baohua
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (23): : 11671 - 11677
  • [9] BAKER YEAST CATALYZED OXIDATIVE COUPLING OF THIOLS TO DISULFIDES
    RAO, KR
    KUMAR, HMS
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1991, 1 (10) : 507 - 508
  • [10] SYNTHESIS OF DISULFIDES BY COPPER - CATALYZED DISPROPORTIONATION OF THIOLS
    CHOI, JS
    YOON, NM
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (11): : 3266 - 3267
12345