Another application of newly prepared Brønsted-acidic ionic liquids as highly efficient reusable catalysts for neat synthesis of amidoalkyl naphthols

Abstract

In this work, two newly prepared Brønsted-acidic ionic liquids, [MPyrrSO₃H]Cl (IL₁) and [MMorSO₃H]Cl (IL₂), were efficiently used as catalysts for the synthesis of amidoalkyl naphthols through the one‐pot, three‐component reaction of β‐naphthol, aryl aldehydes, and acetamide under neat conditions. High activity of the catalysts, excellent yields, short reaction times, simple procedure with an easy work-up, and the absence of any volatile and hazardous organic solvents are some advantages of the present methodology. Moreover, the catalysts are simply prepared and can be recovered conveniently and reused such that considerable catalytic activity can still be achieved after the fifth run.

Keywords:

• Brønsted-acidic ionic liquids
• amidoalkyl naphthols
• solvent-free conditions

Public Interest Statement

Application of new ionic Liquids in organic transformations is of great interest in recent years. Therefore, in this paper, two newly prepared Brønsted-acidic ionic liquids were efficiently used as catalysts for the synthesis of amidoalkyl naphthols through the one‐pot, three‐component reaction of β‐naphthol, aryl aldehydes, and acetamide under neat conditions. Some advantages of this procedure are high yields, short reaction times, easy work-up, absence of volatile and hazardous solvents, and reusability of catalysts for a number of times without appreciable loss of activity.

Additional information

Notes on contributors

Abolghasem Davoodnia

Abolghasem Davoodnia was born in 1971, Mashhad, Iran. He studied chemistry at Tehran University, Tehran, Iran, where he received BSc in 1994. He received his MSc degree in organic chemistry in 1997 from Ferdowsi University of Mashhad, Mashhad, Iran, under the supervision of prof Majid M. Heravi and completed his PhD in organic chemistry in 2002 under the supervision of prof Mehdi Bakavoli at the same university. Currently, he is working as a professor at the Chemistry Department, Mashhad Branch, Islamic Azad University, Mashhad, Iran. He has published over 140 peer-reviewed articles in ISI journals. His current research interest is on heterocyclic chemistry, catalysis and new synthetic methodologies.