{"title":"Electrochemically Induced Desulfurization of Thioureas for the Synthesis of Substituted 5-Aminotetrazoles","authors":"Xiao Yu, Liqiang Hao, Xian Liu, Shengkui Jin, Yiping Liu, Yafei Ji","doi":"10.1002/adsc.202400590","DOIUrl":null,"url":null,"abstract":"<p>A one-pot method has been developed for synthesizing diverse substituted 5-aminotetrazoles via the electrochemically induced desulfurizative addition–cyclization of thioureas with azidotrimethylsilane. This methodology enables the construction of C−N and N−N bonds under mild reaction conditions without transition metal catalysts or external oxidizing agents. The applicability of this approach is demonstrated by its broad substrate scope, compatibility with various functional groups, scalability to gram-scale synthesis, and practicality evidenced by the synthesis of an antibacterial agent.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"366 18","pages":"3888-3893"},"PeriodicalIF":4.0000,"publicationDate":"2024-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202400590","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
A one-pot method has been developed for synthesizing diverse substituted 5-aminotetrazoles via the electrochemically induced desulfurizative addition–cyclization of thioureas with azidotrimethylsilane. This methodology enables the construction of C−N and N−N bonds under mild reaction conditions without transition metal catalysts or external oxidizing agents. The applicability of this approach is demonstrated by its broad substrate scope, compatibility with various functional groups, scalability to gram-scale synthesis, and practicality evidenced by the synthesis of an antibacterial agent.
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Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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