Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (7): 1926-1933.DOI: 10.6023/cjoc202003004 Previous Articles     Next Articles

Selectfluor作用下二芳基二硫醚和醇的双亚磺酰化反应制备亚磺酸酯

刘爱遥a, 刘江a, 梅海波a,b, Gerd-Volker Röschenthalerc, 韩建林a   

  1. a 南京林业大学化学工程学院 江苏省林业资源高效加工利用协调创新中心 南京 210037;
    b 青岛科技大学化学与分子工程学院 山东省生化分析重点实验室 青岛 266042;
    c 不来梅雅各布大学生命科学与化学学院 不来梅 28759
  • 收稿日期:2020-03-03 修回日期:2020-05-06 发布日期:2020-05-15
  • 通讯作者: 梅海波, 韩建林 E-mail:meihb@njfu.edu.cn;hanjl@njfu.edu.cn
  • 基金资助:
    国家自然科学基金(No.21761132021)、德国研究基金(No.362/74-1)和青岛科技大学化学学部开放课题(No.QUSTHX202005)资助项目.

Selectfluor-Promoted Twofold Sulfination of Alcohols for the Synthesis of Sulfinic Ester from Diaryldisulfides

Liu Aiyaoa, Liu Jianga, Mei Haiboa,b, Röschenthaler Gerd-Volkerc, Han Jianlina   

  1. a Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China;
    b Shandong Key Laboratory of Biochemical Analysis, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China;
    c Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH, Bremen 28759, Germany
  • Received:2020-03-03 Revised:2020-05-06 Published:2020-05-15
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21761132021), the German Research Foundation (No. 362/74-1) and the Open Project of Chemistry Department of Qingdao University of Science and Technology (No. QUSTHX202005).

An oxidative twofold sulfination of alcohol with Selectfluor as an efficient oxidant was developed. This reaction proceeded smoothly achieving the unprecedented sulfination transformation of varieties of diaryldisulfides and alcohols under simple conditions, affording the corresponding sulfinic esters in excellent yields. The current reaction provides a new and convenient strategy for the preparation of sulfinic esters.

Key words: Selectfluor, disulfide, sufination, sulfinic ester, C-O bond cleavage