An improved microwave‐assisted facile one‐pot synthesis of novel pyrazolylphosphonates via Knoevenagel‐phospha‐Michael protocol

In this study, a highly effective microwave‐assisted method employing a multicomponent domino Knoevenagel/phospha‐Michael reaction has been established. This approach facilitates the synthesis of a novel set of pyrazolylphosphonate derivatives in good yields by combining aryl aldehydes with pyrazolo...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2024-07, Vol.61 (7), p.1045-1056
Main Authors: Mahdjoub, Sara, Derabli, Chamseddine, Yildirim, Muhammet, Boulcina, Raouf, Debache, Abdelmadjid
Format: Article
Language:English
Subjects:
Aldehydes
Michael reaction
NMR
Nuclear magnetic resonance
Piperidine
Synthesis
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Summary:In this study, a highly effective microwave‐assisted method employing a multicomponent domino Knoevenagel/phospha‐Michael reaction has been established. This approach facilitates the synthesis of a novel set of pyrazolylphosphonate derivatives in good yields by combining aryl aldehydes with pyrazolones and trialkylphosphites, utilizing piperidine as a Bronsted base catalyst. All pyrazolylphosphonates have been characterized by means of IR, 1H‐NMR, 13C‐NMR, and HRMS analyses and physical methods. This protocol can be characterized by its eco‐friendly nature, exceptional efficiency in terms of product yields, and short reaction times. This study describes a microwave‐assisted method employing a domino Knoevenagel/phospha‐Michael reaction, enabling the synthesis of pyrazolylphosphonate derivatives from aryl aldehydes, pyrazolones, and trialkylphosphites with piperidine as a catalyst.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4825