A Novel, Fast and Efficient One-Pot Three-Component Procedure for the Preparation of New Imidazolidinone Derivatives from Isocyanide, Aldehyde and Urea

Author(s): Hamidreza Safaei*, Neda Firoozi, Mahboobeh Zebarjadian, Seyed Ali Jehbez, Maryam Safaei

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 21 , Issue 9 , 2018

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Background: Multicomponent processes have played powerful roles in achieving complex structures, which are also aligned with green chemistry. Thus, MCRs have attracted considerable interest due to their atom economy, simple experimental procedures, automated synthesis, convenience and synthetic efficiency. Isocyanides are one of the crucial starting material in designing MCRs methods. They are unique building blocks in many cycloaddition reactions since they are able to react with both nucleophiles and electrophiles at the same carbon. Furthermore, ammonium chloride is an inorganic compound that is highly soluble in water, inexpensive and commercially available. Solutions of ammonium chloride are mildly acidic and have been used in various reactions.

Objective: This article focuses on design a convenient and straightforward method for assembling important scaffolds such imidazolidinones through one-pot three-component strategy.

Conclusion: The straightforward and efficient one-pot three component method for the synthesis of 4-(cyclohexylmethylene)-5-phenylimidazolidin-2-one derivatives is described. This reaction exploits the formation of imine, which undergoes spontaneous intermolecular cycloaddition with isocyanide, and generates the desired products in a good yield.

Keywords: Biginelli type-reaction, isocyanide, three-component, phenylimidazolidinone, intermolecular cycloaddition, aldehyde, urea.

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Article Details

Year: 2018
Page: [646 - 651]
Pages: 6
DOI: 10.2174/1386207322666181220123006
Price: $65

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