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Issue 2, 2013
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Solvent-controlled, regio-switchable formation of 3-/5-arylaminopyrazole isomer in cyclocondensation of β-aminoenones with hydrazides: intermolecular hydrogen bonding plays a role

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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

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Supplementary files

Article information


Submitted
25 Oct 2012
Accepted
13 Nov 2012
First published
26 Nov 2012

RSC Adv., 2013,3, 386-389
Article type
Communication

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

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