Me3Al-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

Author:

Adusumalli Krishna M S,Konidena Lakshmi N S,Gandham Hima B,Kumari Krishnaiah,Valluru Krishna R,Nidasanametla Satya K RORCID,Battula Venkateswara R,Namballa Hari KORCID

Abstract

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 Me3Al. 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.

Publisher

Beilstein Institut

Subject

Organic Chemistry

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