Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)

A new one pot assembly of highly functionalized benzo[a]phenazinone fused chromene/bicyclic scaffolds via a domino Knoevenagel intramolecular hetero-Diels–Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, o-phenylenediamine, O-allyl salicylaldehyde/O-...

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Autores principales: Bakthadoss, Manickam, Srinivasan, Jayakumar, Hussain, Mir Ashiq, Sharada, Duddu S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069754/
https://www.ncbi.nlm.nih.gov/pubmed/35527912
http://dx.doi.org/10.1039/c9ra02590a
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author Bakthadoss, Manickam
Srinivasan, Jayakumar
Hussain, Mir Ashiq
Sharada, Duddu S.
author_facet Bakthadoss, Manickam
Srinivasan, Jayakumar
Hussain, Mir Ashiq
Sharada, Duddu S.
author_sort Bakthadoss, Manickam
collection PubMed
description A new one pot assembly of highly functionalized benzo[a]phenazinone fused chromene/bicyclic scaffolds via a domino Knoevenagel intramolecular hetero-Diels–Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, o-phenylenediamine, O-allyl salicylaldehyde/O-vinyl salicylaldehyde derivatives is reported. The formation of five new bonds (two C–C bonds and three C–O bonds), three six-membered rings, and three stereogenic centers in a one-pot manner is very attractive. Ease of reaction with short time, good yields with water as the only byproduct and work up free procedure are some of the excellent features of the present protocol.
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spelling pubmed-90697542022-05-05 Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR) Bakthadoss, Manickam Srinivasan, Jayakumar Hussain, Mir Ashiq Sharada, Duddu S. RSC Adv Chemistry A new one pot assembly of highly functionalized benzo[a]phenazinone fused chromene/bicyclic scaffolds via a domino Knoevenagel intramolecular hetero-Diels–Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, o-phenylenediamine, O-allyl salicylaldehyde/O-vinyl salicylaldehyde derivatives is reported. The formation of five new bonds (two C–C bonds and three C–O bonds), three six-membered rings, and three stereogenic centers in a one-pot manner is very attractive. Ease of reaction with short time, good yields with water as the only byproduct and work up free procedure are some of the excellent features of the present protocol. The Royal Society of Chemistry 2019-08-06 /pmc/articles/PMC9069754/ /pubmed/35527912 http://dx.doi.org/10.1039/c9ra02590a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Bakthadoss, Manickam
Srinivasan, Jayakumar
Hussain, Mir Ashiq
Sharada, Duddu S.
Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title_full Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title_fullStr Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title_full_unstemmed Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title_short Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
title_sort two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (ssmr)
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069754/
https://www.ncbi.nlm.nih.gov/pubmed/35527912
http://dx.doi.org/10.1039/c9ra02590a
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