Issue 19, 2023

Exploring the synthetic potential of a g-C3N4·SO3H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction

Abstract

A highly promising approach for the synthesis of functionalized 1,1-dihomoarylmethane scaffolds (bis-dimedones, bis-cyclohexanediones, bis-pyrazoles, and bis-coumarins) using g-C3N4·SO3H ionic liquid via Knoevenagel–Michael reaction has been developed and the synthesized derivatives were well characterized using spectral studies. The method involved the reaction of C–H activated acids with a range of aromatic aldehydes, in a 2 : 1 ratio catalyzed by a g-C3N4·SO3H ionic liquid catalyst. The use of g-C3N4·SO3H as a catalyst has several benefits, such as low cost, easy preparation, and high stability. It was synthesized from urea powder and chloro-sulfonic acid and was thoroughly characterized using FT-IR, XRD, SEM, and HRTEM. The present work unveils a promising and environmentally friendly method for synthesizing 1,1-dihomoarylmethane scaffolds with high yield, selectivity, and efficiency, using mild reaction conditions, no need for chromatographic separation, and short reaction times. The approach adheres to green chemistry principles and offers a viable alternative to the previously reported methods.

Graphical abstract: Exploring the synthetic potential of a g-C3N4·SO3H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction

Supplementary files

Article information

Article type
Paper
Submitted
25 Mar 2023
Accepted
25 Apr 2023
First published
02 May 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 13337-13353

Exploring the synthetic potential of a g-C3N4·SO3H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction

S. Soni, P. Teli, N. Sahiba, S. Teli and S. Agarwal, RSC Adv., 2023, 13, 13337 DOI: 10.1039/D3RA01971C

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