Issue 21, 2012
From the journal:

Organic & Biomolecular Chemistry

Metal-free synthesis of allylic amines by cross-dehydrogenative-coupling of 1,3-diarylpropenes with anilines and amides under mild conditions†

Zhiming Wang,ab   Hanjie Mo,a   Dongping Chengac  and  Weiliang Bao*a  

* Corresponding authors

a Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou, Zhejiang 310028, China
E-mail: wlbao@css.zju.edu.cn

b School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, China

c College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, Zhejiang, China

Abstract

Dehydrogenative cross-coupling reaction of primary anilines, secondary anilines, carboxamides, and sulfonamides with 1,3-diarylpropenes to form a series of allylic amines promoted by DDQ have been realized. Both monoallylation and diallylation products can be selectively synthesized when primary anilines are used as the starting materials. The method may provide a wide scope of allylamines in scientific research including biologically active compound library construction.

Graphical abstract: Metal-free synthesis of allylic amines by cross-dehydrogenative-coupling of 1,3-diarylpropenes with anilines and amides under mild conditions

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Article information

DOI
https://doi.org/10.1039/C2OB06826E
Article type
Paper
Submitted
31 Oct 2011
Accepted
11 Jan 2012
First published
11 Jan 2012

Org. Biomol. Chem., 2012,10, 4249-4255

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Metal-free synthesis of allylic amines by cross-dehydrogenative-coupling of 1,3-diarylpropenes with anilines and amides under mild conditions

Z. Wang, H. Mo, D. Cheng and W. Bao, Org. Biomol. Chem., 2012, 10, 4249 DOI: 10.1039/C2OB06826E

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