Metal-Free Oxidation of Thiols by N-Fluorobenzenesulfonimide: A Rapid and Efficient Method to Synthesize Disulfides

doi:10.6023/cjoc201709039

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (3): 692-697.DOI: 10.6023/cjoc201709039 Previous Articles Next Articles

Special Issue: 元素有机化学合辑2018-2019

Articles

N-氟代双苯磺酰胺作为氧化剂制备二硫化合物的研究

景丽^a, 金辉^a, 管玫^b, 武潇华^a, 王乾韬^a, 吴勇^a

a 四川大学华西药学院成都 610041;
b 四川大学华西医院成都 610041

收稿日期:2017-09-22 修回日期:2017-10-30 发布日期:2017-11-15
通讯作者: 王乾韬,E-mail:qwang@scu.edu.cn;吴勇,E-mail:wyong@scu.edu.cn E-mail:qwang@scu.edu.cn;wyong@scu.edu.cn
基金资助:
国家自然科学基金（Nos.81373259，81573286）资助项目.

Metal-Free Oxidation of Thiols by N-Fluorobenzenesulfonimide: A Rapid and Efficient Method to Synthesize Disulfides

Jing Lia^a, Jin Huia^a, Guan Meib^b, Wu Xiaohuaa^a, Wang Qiantaoa^a, Wu Yonga^a

a Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 61004;
b West China Hospital, Sichuan University, Chengdu 610041

Received:2017-09-22 Revised:2017-10-30 Published:2017-11-15
Contact: 10.6023/cjoc201709039 E-mail:qwang@scu.edu.cn;wyong@scu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 81373259, 81573286).

1. Metal-Free Oxidation of Thiols by N-Fluorobenzenesulfonimide: A Rapid and Efficient Method to Synthesize Disulfides.PDF(1700KB)

Abstract

A simple and rapid method is developed for the oxidation of thiols to the corresponding disulfides using N-fluorobenzenesulfonimide (NFSI) as the oxidant without any contamination by over oxidation. The synthetic protocol for disulfide bond formation proceeded efficiently under external base-and metal-free conditions with the advantages of simple operation, mild reaction conditions as well as short reaction times.

Key words: N-fluorobenzenesulfonimide, oxidation, disulfide

Cite this article

Jing Lia, Jin Huia, Guan Meib, Wu Xiaohuaa, Wang Qiantaoa, Wu Yonga. Metal-Free Oxidation of Thiols by N-Fluorobenzenesulfonimide: A Rapid and Efficient Method to Synthesize Disulfides[J]. Chin. J. Org. Chem., 2018, 38(3): 692-697.

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N-氟代双苯磺酰胺作为氧化剂制备二硫化合物的研究

Metal-Free Oxidation of Thiols by N-Fluorobenzenesulfonimide: A Rapid and Efficient Method to Synthesize Disulfides

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