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Current Organocatalysis

Author(s): Hassan Darbandi and Hamzeh Kiyani*

DOI: 10.2174/2213337206666190515091358

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Adipic Acid as a Biodegradable Solid Acid Catalyst for One-Pot, Three Component Synthesis of 1-Amidoalkyl-2-naphthols

Page: [34 - 43] Pages: 10

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Abstract

Background: 1-Amidoalkyl-2-naphthols are an attractive group of organic compounds that can be converted to oxazine heterocycles and aminoalkyl naphthols. The derivatives of 1- amidoalkyl-2-naphthols have significant biological activities and act as drug candidates.

Methods: 1-Amidoalkyl-2-naphthols were synthesized via the three-component condensation reaction of 2-naphthol, acetamide/benzamide and various aldehydes in the presence of 10 mol% of adipic acid as an organocatalyst under solvent-free conditions at 120°C.

Results: A simple, efficient, and operative method for the synthesis of 1-amidoalkyl-2-naphtholes in the presence of adipic acid as the biodegradable catalyst is introduced. Easy operation, acceptable reaction times, eco-friendly, availability of starting materials, simple separation of products, and high yields of products are the significant results of this method.

Conclusion: In this study, 1-amidoalkyl-2-naphthols were synthesized using commercially available reactants in excellent yields and relatively shorter times. In this process, microwave or ultrasonic waves were not used to provide energy for the reaction.

Keywords: 1-amidoalkyl-2-naphthols, adipic acid, aryl aldehyde, green synthesis, solvent-free, three-component reaction.

Graphical Abstract

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