Issue 30, 2017
From the journal:

Organic & Biomolecular Chemistry

Copper-catalyzed synthesis of arylcarboxamides from aldehydes and isocyanides: the isocyano group as an N1 synthon†

Jian-Quan Liu,‡*a   Xuanyu Shen,‡a   Zhenhua Liub  and  Xiang-Shan Wang ORCID logo *a  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. China
E-mail: liujq316@jsnu.edu.cn, xswang1974@yahoo.com

b College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014, P. R. China

Abstract

An interesting radical coupling reaction of aromatic aldehydes with isocyanides was disclosed for the synthesis of amides catalyzed by copper. According to the experimental results and mechanistic study, the isocyano group acted as an N1 synthon rather than exhibiting the carbene-like reactivity, exploiting a new reactivity profile of isocyanides.

Graphical abstract: Copper-catalyzed synthesis of arylcarboxamides from aldehydes and isocyanides: the isocyano group as an N1 synthon

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Article information

DOI
https://doi.org/10.1039/C7OB01449J
Article type
Communication
Submitted
15 Jun 2017
Accepted
10 Jul 2017
First published
10 Jul 2017

Org. Biomol. Chem., 2017,15, 6314-6317

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Copper-catalyzed synthesis of arylcarboxamides from aldehydes and isocyanides: the isocyano group as an N1 synthon

J. Liu, X. Shen, Z. Liu and X. Wang, Org. Biomol. Chem., 2017, 15, 6314 DOI: 10.1039/C7OB01449J

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