Electrochemically Induced Desulfurization of Thioureas for the Synthesis of Substituted 5‐Aminotetrazoles

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-07-04 DOI:10.1002/adsc.202400590
Xiao Yu, Liqiang Hao, xian Liu, Shengkui Jin, Yiping Liu, Ya-Fei Ji
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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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电化学诱导硫脲类化合物脱硫以合成取代的 5-氨基四唑
通过电化学诱导硫脲类化合物与叠氮三甲基硅烷的脱硫加成-环化反应,开发了一种单锅法合成多种取代的 5-氨基四唑。这种方法能够在温和的反应条件下构建 C-N 和 N-N 键,无需过渡金属催化剂或外部氧化剂。这种方法的适用性体现在其广泛的底物范围、与各种官能团的兼容性、可扩展到克级合成的能力,以及合成抗菌剂的实用性。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: 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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