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Research Articles

Michael-Addition-Initiated Chemoselective Three-Component Reaction for the Synthesis of 2-(3-Oxo-1,3-diarylpropyl)malononitrile Derivatives Using Cerium(IV) Ammonium Nitrate in Phosphorus Ionic Liquid

, , , , , , , , & show all
Pages 6328-6336 | Received 27 Jul 2021, Accepted 05 Sep 2021, Published online: 24 Sep 2021
 

Abstract

The aim of this research is the study of hexyltriphenylphosphonium bromide (HTPB) ionic liquid as a bifunctional promoter (solvent and catalyst) in the presence of cerium(IV) ammonium nitrate as a single electron oxidant for the Michael reaction at room temperature and solvent-free conditions. A novel, one-pot and environmentally benign the process to achieve the chemoselective of 2-(3-oxo-1,3-diarylpropyl)malononitrile derivatives instead of 2-(1,3-diarylallylidene)malononitriles using a three-component reaction involving acetophenone derivatives, various aromatic aldehydes and malononitrile was developed. This protocol is simple and provides biologically interesting products in good yields, short reaction times at ambient conditions without the need for using volatile solvents. The remarkable feature of this method is the chemoselectivity of its which makes this protocol effective and distinctive.

Graphical Abstract

Acknowledgments

Research reported in this publication was supported by Elite Researcher Grant Committee under award number (983991) from the National Institutes for Medical Research Development (NIMAD), Tehran, Iran and we gratefully acknowledge financial support from the Research Council of University of Medical Sciences, Kermanshah.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

Research reported in this publication was supported by Elite Researcher Grant Committee under award number (983991) from the National Institutes for Medical Research Development (NIMAD), Tehran, Iran and we gratefully acknowledge financial support from the Research Council of University of Medical Sciences, Kermanshah.

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