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

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.