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

doi:10.6023/cjoc202003004

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 Röschenthaler^c, 韩建林^a

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 Aiyao^a, Liu Jiang^a, Mei Haibo^a,b, Röschenthaler Gerd-Volker^c, Han Jianlin^a

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).

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Abstract

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

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Liu Aiyao, Liu Jiang, Mei Haibo, Röschenthaler Gerd-Volker, Han Jianlin. Selectfluor-Promoted Twofold Sulfination of Alcohols for the Synthesis of Sulfinic Ester from Diaryldisulfides[J]. Chinese Journal of Organic Chemistry, 2020, 40(7): 1926-1933.

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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

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

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