Photoexcited sulfenylation of C(sp3)–H bonds in amides using thiosulfonates

Wen-Zhu Bi; Wen-Jie Zhang; Chen-Yu Li; Lu-Hao Shao; Qing-Pu Liu; Su-Xiang Feng; Yang Geng; Xiao-Lan Chen; Ling-Bo Qu

doi:10.1039/D2OB00557C

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Photoexcited sulfenylation of C(sp³)–H bonds in amides using thiosulfonates†

Wen-Zhu Bi,

*^a Wen-Jie Zhang,^a Chen-Yu Li,^a Lu-Hao Shao,^a Qing-Pu Liu,^a Su-Xiang Feng,*^bc Yang Geng,*^d Xiao-Lan Chen

^e and Ling-Bo Qu^e

Author affiliations

* Corresponding authors

^a School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou, China

^b Academy of Chinese Medical Sciences, Henan University of Chinese Medicine, Zhengzhou, China
E-mail: fengsx221@163.com

^c Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases co-constructed by Henan province & Education Ministry of P. R. China, Zhengzhou, China

^d Department of Pharmacy, Zhengzhou Railway Vocational and Technical College, Zhengzhou, China
E-mail: gengyang0001@163.com

^e College of Chemistry, Zhengzhou University, Zhengzhou, China

Abstract

A photoexcited sulfenylation of C(sp³)–H bonds in amides is developed for the synthesis of sulfenyl amides using thiosulfonates as a sulfur source. In the presence of easily available and inexpensive Na₂-eosin Y, TBHP and K₂CO₃, various sulfenyl amides can be obtained under the irradiation of blue light at room temperature.

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Article information

DOI: https://doi.org/10.1039/D2OB00557C
Article type: Communication
Submitted: 24 Mar 2022
Accepted: 25 Apr 2022
First published: 26 Apr 2022

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Org. Biomol. Chem., 2022,20, 3902-3906

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Photoexcited sulfenylation of C(sp³)–H bonds in amides using thiosulfonates

W. Bi, W. Zhang, C. Li, L. Shao, Q. Liu, S. Feng, Y. Geng, X. Chen and L. Qu, Org. Biomol. Chem., 2022, 20, 3902 DOI: 10.1039/D2OB00557C

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Organic & Biomolecular Chemistry