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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Detalles Bibliográficos
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
Descripción
Sumario: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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