Cargando…

Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms

Several 2-arylcinnolin-6(2H)-one derivatives were synthesized via tandem annulation of a large number of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide under three different heating modes (conventional heating, ultrasound and microwave irradiation) using triethylamine in ethanol. The factors a...

Descripción completa

Detalles Bibliográficos
Autores principales: Al-Matar, Hamad M., Dawood, Kamal M., Tohamy, Wael M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092474/
https://www.ncbi.nlm.nih.gov/pubmed/35558141
http://dx.doi.org/10.1039/c8ra06494f
_version_ 1784705147897643008
author Al-Matar, Hamad M.
Dawood, Kamal M.
Tohamy, Wael M.
author_facet Al-Matar, Hamad M.
Dawood, Kamal M.
Tohamy, Wael M.
author_sort Al-Matar, Hamad M.
collection PubMed
description Several 2-arylcinnolin-6(2H)-one derivatives were synthesized via tandem annulation of a large number of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide under three different heating modes (conventional heating, ultrasound and microwave irradiation) using triethylamine in ethanol. The factors affecting the optimization of the annulation process were thoroughly studied. The annulated structures were established on the basis of (1)H and (13)C NMR and MALDI-TOF/MS spectral data as well as single crystal X-ray analysis.
format Online
Article
Text
id pubmed-9092474
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90924742022-05-11 Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms Al-Matar, Hamad M. Dawood, Kamal M. Tohamy, Wael M. RSC Adv Chemistry Several 2-arylcinnolin-6(2H)-one derivatives were synthesized via tandem annulation of a large number of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide under three different heating modes (conventional heating, ultrasound and microwave irradiation) using triethylamine in ethanol. The factors affecting the optimization of the annulation process were thoroughly studied. The annulated structures were established on the basis of (1)H and (13)C NMR and MALDI-TOF/MS spectral data as well as single crystal X-ray analysis. The Royal Society of Chemistry 2018-10-08 /pmc/articles/PMC9092474/ /pubmed/35558141 http://dx.doi.org/10.1039/c8ra06494f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Al-Matar, Hamad M.
Dawood, Kamal M.
Tohamy, Wael M.
Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title_full Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title_fullStr Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title_full_unstemmed Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title_short Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
title_sort tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092474/
https://www.ncbi.nlm.nih.gov/pubmed/35558141
http://dx.doi.org/10.1039/c8ra06494f
work_keys_str_mv AT almatarhamadm tandemonepotsynthesisof2arylcinnolin6onederivativesfromarylhydrazonopropanalsandacetoacetanilidesusingsustainableultrasoundandmicrowaveplatforms
AT dawoodkamalm tandemonepotsynthesisof2arylcinnolin6onederivativesfromarylhydrazonopropanalsandacetoacetanilidesusingsustainableultrasoundandmicrowaveplatforms
AT tohamywaelm tandemonepotsynthesisof2arylcinnolin6onederivativesfromarylhydrazonopropanalsandacetoacetanilidesusingsustainableultrasoundandmicrowaveplatforms