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通过胺与异氰化物的无金属/无氧化剂氧化交叉偶联电化学合成碳二亚胺

Electrochemical Synthesis of Carbodiimides via Metal/Oxidant-Free Oxidative Cross-Coupling of Amines and Isocyanides.

作者信息

Malviya Bhanwar Kumar, Jaiswal Pradeep K, Verma Ved Prakash, Badsara Satpal Singh, Sharma Siddharth

机构信息

Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.

Department of Biochemistry and Biophysics, Texas A&M University, Texas, 77843, United States.

出版信息

Org Lett. 2020 Mar 20;22(6):2323-2327. doi: 10.1021/acs.orglett.0c00510. Epub 2020 Mar 6.

Abstract

This work discloses an electrochemical oxidative cross-coupling of amines with aryl and aliphatic isocyanides. In an undivided cell, the reaction proceeds without involving any transition-metal catalyst, oxidant, or toxic reagents providing carbodiimides in good yields, thereby circumventing stoichiometric chemical oxidants, with H as the only byproduct. Moreover, carbodiimides were in situ converted into unsymmetrical ureas in moderate to good yields using an electricity ON-OFF strategy.

摘要

这项工作公开了一种胺与芳基和脂肪族异氰化物的电化学氧化交叉偶联反应。在一个无隔膜电解池中,该反应无需任何过渡金属催化剂、氧化剂或有毒试剂即可进行,能以良好的产率提供碳二亚胺,从而避免了化学计量的化学氧化剂,仅以氢气作为唯一的副产物。此外,采用通电-断电策略,碳二亚胺能以中等至良好的产率原位转化为不对称脲。

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