Issue 2, 2013

Solvent-controlled, regio-switchable formation of 3-/5-arylaminopyrazole isomer in cyclocondensation of β-aminoenones with hydrazides: intermolecular hydrogen bonding plays a role

Abstract

An unprecedented solvent-controlled, regio-switchable Knorr-type reaction for the synthesis of pyrazoles has been realized in the cyclocondensation of β-aminoenones with hydrazides. Single regioisomer of 3- or 5-arylaminopyrazole can be obtained simply by changing the reaction solvent. Using hydrazine hydrate, only 3-arylaminopyrazoles were produced.

Graphical abstract: Solvent-controlled, regio-switchable formation of 3-/5-arylaminopyrazole isomer in cyclocondensation of β-aminoenones with hydrazides: intermolecular hydrogen bonding plays a role

Supplementary files

Article information

Article type
Communication
Submitted
25 Oct 2012
Accepted
13 Nov 2012
First published
26 Nov 2012

RSC Adv., 2013,3, 386-389

Solvent-controlled, regio-switchable formation of 3-/5-arylaminopyrazole isomer in cyclocondensation of β-aminoenones with hydrazides: intermolecular hydrogen bonding plays a role

D. Xiang, X. Bi, P. Liao, G. Fang, Z. Wang, X. Xin and D. Dong, RSC Adv., 2013, 3, 386 DOI: 10.1039/C2RA22647B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements