Electrochemical Selective C(sp3)–S/C(sp2)–S Bond Cleavage of Heteroaryl Alkyl Sulfides

Shiyi Zhuang; Fangfei Zhou; Xinglian Gao; Chenjiang Liu; Weiwei Jin

doi:10.1002/cjoc.70170

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (21) : 2722 -2728. DOI: 10.1002/cjoc.70170

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Electrochemical Selective C(sp³)–S/C(sp²)–S Bond Cleavage of Heteroaryl Alkyl Sulfides

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Abstract

An electrochemically mediated selective C(sp³)–S/C(sp²)–S bond cleavage of heteroaryl alkyl sulfides has been developed. This conversion features transition-metal-, oxidant- and catalyst-free conditions, involving dealkylation or desulfuration transformation with operational simplicity and good functional group tolerance. Besides, scale-up experiments and single-path continuous-flow electrosynthesis were used to demonstrate the potential of this transformation in practical organic synthesis.

Keywords

Electrochemical / Site-selective / C(sp³)–S bond cleavage / C(sp²)–S bond cleavage / Scale-up preparation / Continuous-flow synthesis

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Shiyi Zhuang, Fangfei Zhou, Xinglian Gao, Chenjiang Liu, Weiwei Jin. Electrochemical Selective C(sp³)–S/C(sp²)–S Bond Cleavage of Heteroaryl Alkyl Sulfides. Chinese Journal of Chemistry, 2025, 43(21): 2722-2728 DOI:10.1002/cjoc.70170