Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones

A novel approach for the spiro-isoindolinone dihydroquinazolinones has been demonstrated from 2-aminobenzamide and 2-cyanomethyl benzoate in the presence of KHMDS as a base to get moderate yields. The reaction has been screened in various bases followed by solvents and a gram scale reaction has also...

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Autores principales: Venkateshwarlu, Rapolu, Murthy, V. Narayana, Tadiparthi, Krishnaji, Nikumbh, Satish P., Jinkala, Rajesh, Siddaiah, Vidavalur, Madhu babu, M. V., Rama Mohan, Hindupur, Raghunadh, Akula
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050170/
https://www.ncbi.nlm.nih.gov/pubmed/35497232
http://dx.doi.org/10.1039/c9ra09567e
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author Venkateshwarlu, Rapolu
Murthy, V. Narayana
Tadiparthi, Krishnaji
Nikumbh, Satish P.
Jinkala, Rajesh
Siddaiah, Vidavalur
Madhu babu, M. V.
Rama Mohan, Hindupur
Raghunadh, Akula
author_facet Venkateshwarlu, Rapolu
Murthy, V. Narayana
Tadiparthi, Krishnaji
Nikumbh, Satish P.
Jinkala, Rajesh
Siddaiah, Vidavalur
Madhu babu, M. V.
Rama Mohan, Hindupur
Raghunadh, Akula
author_sort Venkateshwarlu, Rapolu
collection PubMed
description A novel approach for the spiro-isoindolinone dihydroquinazolinones has been demonstrated from 2-aminobenzamide and 2-cyanomethyl benzoate in the presence of KHMDS as a base to get moderate yields. The reaction has been screened in various bases followed by solvents and a gram scale reaction has also been executed under the given conditions. Based on the controlled experiments a plausible reaction mechanism has been proposed. Further the substrate scope of this reaction has also been studied.
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spelling pubmed-90501702022-04-29 Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones Venkateshwarlu, Rapolu Murthy, V. Narayana Tadiparthi, Krishnaji Nikumbh, Satish P. Jinkala, Rajesh Siddaiah, Vidavalur Madhu babu, M. V. Rama Mohan, Hindupur Raghunadh, Akula RSC Adv Chemistry A novel approach for the spiro-isoindolinone dihydroquinazolinones has been demonstrated from 2-aminobenzamide and 2-cyanomethyl benzoate in the presence of KHMDS as a base to get moderate yields. The reaction has been screened in various bases followed by solvents and a gram scale reaction has also been executed under the given conditions. Based on the controlled experiments a plausible reaction mechanism has been proposed. Further the substrate scope of this reaction has also been studied. The Royal Society of Chemistry 2020-03-04 /pmc/articles/PMC9050170/ /pubmed/35497232 http://dx.doi.org/10.1039/c9ra09567e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Venkateshwarlu, Rapolu
Murthy, V. Narayana
Tadiparthi, Krishnaji
Nikumbh, Satish P.
Jinkala, Rajesh
Siddaiah, Vidavalur
Madhu babu, M. V.
Rama Mohan, Hindupur
Raghunadh, Akula
Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title_full Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title_fullStr Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title_full_unstemmed Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title_short Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
title_sort base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050170/
https://www.ncbi.nlm.nih.gov/pubmed/35497232
http://dx.doi.org/10.1039/c9ra09567e
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