Cargando…

Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction

A highly promising approach for the synthesis of functionalized 1,1-dihomoarylmethane scaffolds (bis-dimedones, bis-cyclohexanediones, bis-pyrazoles, and bis-coumarins) using g-C(3)N(4)·SO(3)H ionic liquid via Knoevenagel–Michael reaction has been developed and the synthesized derivatives were well...

Descripción completa

Detalles Bibliográficos
Autores principales: Soni, Shivani, Teli, Pankaj, Sahiba, Nusrat, Teli, Sunita, Agarwal, Shikha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10152133/
https://www.ncbi.nlm.nih.gov/pubmed/37143699
http://dx.doi.org/10.1039/d3ra01971c
_version_ 1785035688453865472
author Soni, Shivani
Teli, Pankaj
Sahiba, Nusrat
Teli, Sunita
Agarwal, Shikha
author_facet Soni, Shivani
Teli, Pankaj
Sahiba, Nusrat
Teli, Sunita
Agarwal, Shikha
author_sort Soni, Shivani
collection PubMed
description A highly promising approach for the synthesis of functionalized 1,1-dihomoarylmethane scaffolds (bis-dimedones, bis-cyclohexanediones, bis-pyrazoles, and bis-coumarins) using g-C(3)N(4)·SO(3)H 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-C(3)N(4)·SO(3)H ionic liquid catalyst. The use of g-C(3)N(4)·SO(3)H 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.
format Online
Article
Text
id pubmed-10152133
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-101521332023-05-03 Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction Soni, Shivani Teli, Pankaj Sahiba, Nusrat Teli, Sunita Agarwal, Shikha RSC Adv Chemistry A highly promising approach for the synthesis of functionalized 1,1-dihomoarylmethane scaffolds (bis-dimedones, bis-cyclohexanediones, bis-pyrazoles, and bis-coumarins) using g-C(3)N(4)·SO(3)H 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-C(3)N(4)·SO(3)H ionic liquid catalyst. The use of g-C(3)N(4)·SO(3)H 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. The Royal Society of Chemistry 2023-05-02 /pmc/articles/PMC10152133/ /pubmed/37143699 http://dx.doi.org/10.1039/d3ra01971c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Soni, Shivani
Teli, Pankaj
Sahiba, Nusrat
Teli, Sunita
Agarwal, Shikha
Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title_full Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title_fullStr Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title_full_unstemmed Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title_short Exploring the synthetic potential of a g-C(3)N(4)·SO(3)H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction
title_sort exploring the synthetic potential of a g-c(3)n(4)·so(3)h ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via knoevenagel–michael reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10152133/
https://www.ncbi.nlm.nih.gov/pubmed/37143699
http://dx.doi.org/10.1039/d3ra01971c
work_keys_str_mv AT sonishivani exploringthesyntheticpotentialofagc3n4so3hionicliquidcatalystforonepotsynthesisof11dihomoarylmethanescaffoldsviaknoevenagelmichaelreaction
AT telipankaj exploringthesyntheticpotentialofagc3n4so3hionicliquidcatalystforonepotsynthesisof11dihomoarylmethanescaffoldsviaknoevenagelmichaelreaction
AT sahibanusrat exploringthesyntheticpotentialofagc3n4so3hionicliquidcatalystforonepotsynthesisof11dihomoarylmethanescaffoldsviaknoevenagelmichaelreaction
AT telisunita exploringthesyntheticpotentialofagc3n4so3hionicliquidcatalystforonepotsynthesisof11dihomoarylmethanescaffoldsviaknoevenagelmichaelreaction
AT agarwalshikha exploringthesyntheticpotentialofagc3n4so3hionicliquidcatalystforonepotsynthesisof11dihomoarylmethanescaffoldsviaknoevenagelmichaelreaction