Electrochemical Oxidative Carbon‐atom Multifunctionalization and N‐Cyanation of Imine: Synthesis of (Z)‐N′‐Cyano‐N‐carbamimidothioate

Author:

Yu Xiao1ORCID,Song Shengjie2,Zhang Zenghui1ORCID,Liu Yi1,Zhang Mei1,Zhu Wenjing1,Duan Guiyun1,Zhang Pengfei3,Ji Yafei4ORCID,Xia Chengcai1

Affiliation:

1. Institute of Pharmacology Pharmacy College Shandong First Medical University & Shandong Academy of Medical Sciences Tai'an 271016 China

2. College of Pharmaceutical Sciences Zhejiang University of Technology Hangzhou 310014 China

3. College of Material Chemistry and Chemical Engineering Key Laboratory of Organosilicon Chemistry and Material Technology Ministry of Education Hangzhou Normal University Hangzhou 311121 China

4. Engineering Research Center of Pharmaceutical Process Chemistry Ministry of Education School of Pharmacy East China University of Science & Technology 130 Meilong Road Shanghai 200237 China

Abstract

AbstractCyanoimines (C=N−CN) are eliciting increased attention because of their extensive presence in medicine and biologically active molecules. This study demonstrated the use of the electrochemical oxidative carbon‐atom multifunctionalization and N‐cyanation of imine to synthesize (Z)‐N′‐cyano‐N‐carbamimidothioate. This multicomponent reaction showed good step economy, thereby providing a tool to construct various cyanoimines. Moreover, good functional‐group tolerance and large‐scale synthesis were achieved under metal‐free and external‐oxidant‐free conditions, indicating the potential applicability of this methodology.magnified image

Publisher

Wiley

Subject

General Chemistry

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