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Current Organic Synthesis

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ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

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Research Article

Cellulose-Supported Sulfonated Magnetic Nanoparticles: Utilized for One-pot Synthesis of α-Iminonitrile Derivatives

Author(s): Jamal Rahimi, Reza Taheri-Ledari and Ali Maleki*

Volume 17, Issue 4, 2020

Page: [288 - 294] Pages: 7

DOI: 10.2174/1570179417666200324184936

Price: $65

Abstract

Introduction: An instrumental strategy for α-iminonitrile derivatives preparation by Fe3O4@cellulose-OSO3H (MCSA) as an eco-friendly nanocatalyst and oxidative agent in aerobic condition, is presented.

Materials and Methods: Through this method, a one-pot three-component condensation reaction of various aldehydes, primary amines and trimethylsilylcyanide (TMSCN) were applied to synthesize the desired products. It was performed in absolute ethanol and under a mild condition by using the presented nanocatalyst. High reaction yields were obtained through using the presented magnetic agent, as well. Moreover, the threecomponent reactions were executed using accessible and economical precursors. The convenient separation and recyclability of the used nanocatalyst were also precisely investigated.

Results and Discussion: In this research, we identified novel α-iminonitrile derivatives using 1H NMR, 13C NMR, CHN, and FT-IR analyses, as well. In order to determine the well-known derivatives, we used FT-IR method as well as comparing their melting points with those of reported.

Conclusion: In summary, an extremely efficient method was used for the environmentally-friendly synthesis of α-iminonitrile derivatives that are important bioactive substances. The catalytic oxidative coupling reaction afforded the products via a one-pot three-component condensation reaction of various aldehydes, primary amines and TMSCN with great reaction yields, in ethanol under mild conditions.

Keywords: Iminonitriles, oxidative coupling reaction, multicomponent reaction, cellulose nanocomposite, magnetic nanoparticles, green synthesis.

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Graphical Abstract

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