Issue 80, 2015
From the journal:

RSC Advances

Metal-free C–N cross-coupling of electrophilic compounds and N-haloimides†

Luyan Zhang,a   Yanru Li,a   Long-Yi Jinc  and  Fushun Liang*ab  

* Corresponding authors

a Department of Chemistry, Northeast Normal University, Changchun 130024, China
E-mail: liangfs112@nenu.edu.cn
Fax: +86 431 85099759

b Key Laboratory for UV-Emitting Materials and Technology of Ministry of Education, Northeast Normal University, Changchun 130024, China

c Faculty of Chemistry, Yanbian University, China

Abstract

When DBU is added, the cross-coupling reaction between alkyl halides (halogen = Cl, Br and I) and N-haloimides (halogen = Cl, Br) occurs, resulting in the formation of aminated products. A halogen bond activated nucleophilic substitution mechanism was proposed. The methodology represents an elegant example of applying the halogen bond activation strategy in an organic transformation.

Graphical abstract: Metal-free C–N cross-coupling of electrophilic compounds and N-haloimides

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Article information

DOI
https://doi.org/10.1039/C5RA13708J
Article type
Communication
Submitted
13 Jul 2015
Accepted
27 Jul 2015
First published
27 Jul 2015

RSC Adv., 2015,5, 65600-65603

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Metal-free C–N cross-coupling of electrophilic compounds and N-haloimides

L. Zhang, Y. Li, L. Jin and F. Liang, RSC Adv., 2015, 5, 65600 DOI: 10.1039/C5RA13708J

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