Me(3)Al-mediated domino nucleophilic addition/intramolecular cyclisation of 2-(2-oxo-2-phenylethyl)benzonitriles with amines; a convenient approach for the synthesis of substituted 1-aminoisoquinolines

A simple and efficient protocol for the construction of 1-aminoisoquinolines was achieved by treating 2-(2-oxo-2-phenylethyl)benzonitriles with amines in the presence of Me(3)Al. The reaction proceeds via a domino nucleophilic addition with subsequent intramolecular cyclisation. This method provides...

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Detalles Bibliográficos
Autores principales: Adusumalli, Krishna M S, Konidena, Lakshmi N S, Gandham, Hima B, Kumari, Krishnaiah, Valluru, Krishna R, Nidasanametla, Satya K R, Battula, Venkateswara R, Namballa, Hari K
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8609244/
https://www.ncbi.nlm.nih.gov/pubmed/34876930
http://dx.doi.org/10.3762/bjoc.17.186
Descripción
Sumario:A simple and efficient protocol for the construction of 1-aminoisoquinolines was achieved by treating 2-(2-oxo-2-phenylethyl)benzonitriles with amines in the presence of Me(3)Al. The reaction proceeds via a domino nucleophilic addition with subsequent intramolecular cyclisation. This method provides a wide variety of substituted 1-aminoisoquinolines with good functional group tolerance. Furthermore, the synthetic utility of this protocol was demonstrated in the successful synthesis of the antitumor agent CWJ-a-5 in gram scale.

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