Electrochemically Induced Synthesis of Substituted 5-Thiotetrazoles

作者：Feng Zhao, Bin Song, Pengxiang Gao, Bingcheng Hu, Chong Zhang · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.4c02822 · 被引用次数：4 · 研究领域：Sulfur-Based Synthesis Techniques、Chemical Synthesis and Reactions、Radical Photochemical Reactions

A novel electrochemical procedure for the one-pot synthesis of variously substituted 5-thiotetrazole has been established by a three-component reaction (thiol(thiophenol)s, isocyanides, and azidotrimethylsilane). This approach is achieved by the sulfidation of isocyanide and subsequent cycloaddition with azidotrimethylsilane under mild conditions without a metal catalyst or external oxidant. Importantly, the presented methodology not only features a wide substrate scope but also exhibits the practicality showcased by gram-scale synthesis and various conversions.