Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

Qing-Wen Gui; Zhi-Yuan Xiong; Fan Teng; Tian-Cheng Cai; Qiang Li; Wenxia Hu; Xiaoli Wang; Jialing Yu; Xiaoying Liu

doi:10.1039/D1OB01416A

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Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN†

Qing-Wen Gui,

*^ab Zhi-Yuan Xiong,^a Fan Teng,

^a Tian-Cheng Cai,^a Qiang Li,*^ac Wenxia Hu,^a Xiaoli Wang,^a Jialing Yu^a and Xiaoying Liu*^a

Author affiliations

* Corresponding authors

^a College of Chemistry and Materials Science, Hunan Agricultural University, Changsha 410128, People's Republic of China
E-mail: gqw1216@hunau.edu.cn, gqw1216@163.com

^b State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, People's Republic of China

^c College of Agronomy, Hunan Agricultural University, Changsha 410128, People's Republic of China

Abstract

The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated through n-Bu₄NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D1OB01416A
Article type: Communication
Submitted: 21 Jul 2021
Accepted: 01 Sep 2021
First published: 04 Sep 2021

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Org. Biomol. Chem., 2021,19, 8254-8258

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Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

Q. Gui, Z. Xiong, F. Teng, T. Cai, Q. Li, W. Hu, X. Wang, J. Yu and X. Liu, Org. Biomol. Chem., 2021, 19, 8254 DOI: 10.1039/D1OB01416A

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Organic & Biomolecular Chemistry

Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN†

Abstract

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Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

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