Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation

Shuai Mao; Yahao Zhao; Zixuan Luo; Ruizhe Wang; Bo Yuan; Jianping Hu; Linghao Hu; San-Qi Zhang; Xiaoxing Ye; Mingliang Wang; Zhengkai Chen

doi:10.3389/fchem.2022.941016

Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation

Front Chem. 2022 Jul 26:10:941016. doi: 10.3389/fchem.2022.941016. eCollection 2022.

Authors

Shuai Mao¹, Yahao Zhao¹, Zixuan Luo², Ruizhe Wang¹, Bo Yuan¹, Jianping Hu³, Linghao Hu^{4

5}, San-Qi Zhang¹, Xiaoxing Ye³, Mingliang Wang^{4

5}, Zhengkai Chen⁶

Affiliations

¹ Department of Medicinal Chemistry, School of Pharmacy, Xi'an Jiaotong University, Xi'an, SN, China.
² Xi'an Changqing Chemical Group Co., Ltd, Xi'an, SN, China.
³ Qingyuan Edible Fungi Research Center, Lishui, ZJ, China.
⁴ Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, China.
⁵ Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan, China.
⁶ Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, China.

Abstract

A photo-induced C-S radical cross-coupling of aryl iodides and disulfides under transition-metal and external photosensitizer free conditions for the synthesis of aryl sulfides at room temperature has been presented, which features mild reaction conditions, broad substrate scope, high efficiency, and good functional group compatibility. The developed methodology could be readily applied to forge C-S bond in the field of pharmaceutical and material science.

Keywords: aryl sulfides; cross-coupling; disulfides; metal-free; photo-induced.