Electrochemically Induced Synthesis of Substituted 5-Thiotetrazoles
Feng Zhao1, Bin Song1, Pengxiang Gao1
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, Jiangsu 210094, P. R. China.
Abstract:
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.
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