An efficient method for the synthesis of xanthenediones and (arylmethylene)bis(naphthalene-2-yl-sulfane) derivatives using PVPP-p-TSA as a catalyst

Document Type : Original Article

Authors

Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, Iran

Abstract

Extensive biological activities associated with xanthenes, both synthetic and naturally occurring, ensure that the synthesis of these compounds remains a topic of current interest. In this research, an efficient methods for the synthesis of some bulky xanthenediones was developed by the reaction of dimedone or 1,3-cyclohexadione with aledydes or bisaldehydes in the presence of polyvinylpolypyrrolidone supported p-toluene sulfonic acid (PVPP-p-TSA) as a new polymeric catalyst in ethanol at room temperature. Forthermore, a convenient method for the synthesis of (arylmethylene)bis(naphthalene-2-yl-sulfane) derivatives by polyvinylpolypyrrolidone supported p-toluene sulfonic acid (PVPP-p-TSA) is described. The reaction proceeded via condensation of aldehydes with 2-thionaphthol in the presence of PVPP-p-TSA in ethanol at reflux conditions. All synthesized compounds were identified by FT-IR, 1H-NMR and 13C-NMR spectroscopic techniques. Polyvinylpolypyrrolidone supported p-toluene sulfonic acid (PVPP-p-TSA) was characterized via Fourier transform infrared spectroscopy (FT-IR), thermal gravimetric analysis (TGA), scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDX). Clean methodologies, simple preparation of the catalyst, high yields, environment-friendly and reusable catalyst are some advantages of this work.

Keywords

Natural Compounds Chemistry
Volume 2, Issue 1
October 2023
Pages 45-53

Files

Share

How to cite

Statistics