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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 53, 2023 - Issue 17
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Articles

Electrochemical oxidative transamidation of tertiary amines with N-acyl imides to access amide compounds

Hai Lina National Research Center for Carbohydrate Synthesis and Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi, P. R. ChinaView further author information
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Shengzhang Liua National Research Center for Carbohydrate Synthesis and Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi, P. R. China;b College of Traditional Chinese Medicine, Jiangxi University of Chinese Medicine, Nanchang, Jiangxi, P. R. ChinaView further author information
,
Qing Lib College of Traditional Chinese Medicine, Jiangxi University of Chinese Medicine, Nanchang, Jiangxi, P. R. ChinaView further author information
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Qi Zhangb College of Traditional Chinese Medicine, Jiangxi University of Chinese Medicine, Nanchang, Jiangxi, P. R. ChinaView further author information
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Lingyun Yanga National Research Center for Carbohydrate Synthesis and Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi, P. R. ChinaView further author information
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Tao Wanga National Research Center for Carbohydrate Synthesis and Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi, P. R. ChinaCorrespondence[email protected]
View further author information
&
Jin Luoa National Research Center for Carbohydrate Synthesis and Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi, P. R. ChinaCorrespondence[email protected]
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Pages 1412-1425 | Received 10 Jan 2023, Published online: 27 Jun 2023
 
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Abstract

A novel and efficient electrochemical oxidative transamidation of tertiary amines with N-acyl imides is described. This protocol is environmentally friendly and ease to handle as tertiary amines are used as surrogates for secondary amines. The C-N bond of tertiary amines is cleaved, preparing amide compounds in a facile approach with 29 examples in 11–80% yields.

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Additional information

Funding

This work was supported by the National Natural Science Foundation of China 21762025 (T.W.) and Key Projects of Natural Science Foundation of Jiangxi Province 20192ACBL20026 (T.W.).

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