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Issue 101, 2014
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Amphiphile catalysed selective synthesis of 4-amino alkylated-1H-pyrazol-5-ol via Mannich aromatization preferred to the Knoevenagel–Michael type reaction in water

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Abstract

An economic and efficient amphiphile (SDS) catalysed one pot synthesis of the aromatized 4-amino alkylated-1H-pyrazol-5-ol via a Mannich type reaction that is preferable compared to a Knoevenagel–Michael type reaction, i.e. aromatic aldehyde, secondary amine and 3-methyl-1-phenyl-5-pyrazolinone in water, has been developed. In this selective Mannich aromatization, the reaction proceeds via a micelle stabilized imine intermediate, followed by the nucleophilic addition of 3-methyl-1-phenyl-5-pyrazolinone and aromatization in water.

Graphical abstract: Amphiphile catalysed selective synthesis of 4-amino alkylated-1H-pyrazol-5-ol via Mannich aromatization preferred to the Knoevenagel–Michael type reaction in water

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Article information


Submitted
08 Oct 2014
Accepted
17 Oct 2014
First published
23 Oct 2014

RSC Adv., 2014,4, 57953-57957
Article type
Communication
Author version available

Amphiphile catalysed selective synthesis of 4-amino alkylated-1H-pyrazol-5-ol via Mannich aromatization preferred to the Knoevenagel–Michael type reaction in water

A. Kumar, S. Maurya, M. K. Gupta and R. D. Shukla, RSC Adv., 2014, 4, 57953
DOI: 10.1039/C4RA11961D

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