Issue 83, 2014
From the journal:

Chemical Communications

A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthesis of 3-cyano-4,5-dihydro-1H-pyrroles†

Jia Meng,ab   Yi-Jin Li,a   Yu-Long Zhao,*a   Xiu-Bin Bua  and  Qun Liu*a  

* Corresponding authors

a Department of Chemistry, Northeast Normal University, Changchun, China
E-mail: zhaoyl351@nenu.edu.cn, liuqun@nenu.edu.cn

b Department of Chemistry, Mudanjiang Normal University, Mudanjiang, China

Abstract

A base-catalyzed cycloisomerization of 5-cyano-pentyne bearing a terminal alkyne group has been developed under metal-free conditions. This reaction involves a tandem process providing efficient access to 3-cyano-4,5-dihydro-1H-pyrroles in good to excellent yields in an atom-economic manner with 1,3-cyano migration as the key transformation.

Graphical abstract: A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthesis of 3-cyano-4,5-dihydro-1H-pyrroles

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Article information

DOI
https://doi.org/10.1039/C4CC04409F
Article type
Communication
Submitted
10 Jun 2014
Accepted
23 Aug 2014
First published
27 Aug 2014

Chem. Commun., 2014,50, 12490-12492

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A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthesis of 3-cyano-4,5-dihydro-1H-pyrroles

J. Meng, Y. Li, Y. Zhao, X. Bu and Q. Liu, Chem. Commun., 2014, 50, 12490 DOI: 10.1039/C4CC04409F

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