Reaction of Imidoformates with Anthranilates: Facile, One‐Pot, Three‐Component Synthesis of 8 H ‐Quinazolino(4,3‐b)quinazolin‐8‐ones

Reaction of Imidoformates with Anthranilates: Facile, One‐Pot, Three‐Component Synthesis of 8... INTRODUCTION Over the past decade, the synthesis of heterocycles has become the cornerstone of synthetic organic chemistry as a result of a wide variety of applications of these heterocycles in medicinal and pharmaceutical chemistry . The exploration of heterocycles as privileged structures in drug discovery is, beyond doubt, one of the major areas in medicinal chemistry . In these, quinazoline ring system is a ubiquitous structural unit found in a number of alkaloids and many biologically active compounds . The quinazolinone moiety is an important pharmacophore showing a number of pharmacological activities. Among this class of molecules, 4‐anilinoquinazolines have been shown to possess EGFR (epidermal growth factor receptor) tyrosine kinase inhibitory effects, useful to inhibit tumor growth . For example, Iressa ( 1 ) and Tarceva ( 2 ; Fig. ) are two selective EGFR‐TK inhibitors approved by the FDA in 2004 for locally advanced or metastatic non‐small cell lung cancer (NSCLC) therapy and are currently under evaluation in clinical trials for other tumors. The quinazoline‐fused nitrogen‐heterocyclic unit, such as 8 H ‐quinazolino[4,3‐b]quinazolin‐8‐ones, has received little attention and its biological activities are not evaluated. Multicomponent reactions (MCRs) have manifested as a powerful tool for the rapid introduction of http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Heterocyclic Chemistry Wiley

Reaction of Imidoformates with Anthranilates: Facile, One‐Pot, Three‐Component Synthesis of 8 H ‐Quinazolino(4,3‐b)quinazolin‐8‐ones

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Publisher
Wiley
Copyright
© 2013 HeteroCorporation
ISSN
0022-152X
eISSN
1943-5193
D.O.I.
10.1002/jhet.1603
Publisher site
See Article on Publisher Site

Abstract

INTRODUCTION Over the past decade, the synthesis of heterocycles has become the cornerstone of synthetic organic chemistry as a result of a wide variety of applications of these heterocycles in medicinal and pharmaceutical chemistry . The exploration of heterocycles as privileged structures in drug discovery is, beyond doubt, one of the major areas in medicinal chemistry . In these, quinazoline ring system is a ubiquitous structural unit found in a number of alkaloids and many biologically active compounds . The quinazolinone moiety is an important pharmacophore showing a number of pharmacological activities. Among this class of molecules, 4‐anilinoquinazolines have been shown to possess EGFR (epidermal growth factor receptor) tyrosine kinase inhibitory effects, useful to inhibit tumor growth . For example, Iressa ( 1 ) and Tarceva ( 2 ; Fig. ) are two selective EGFR‐TK inhibitors approved by the FDA in 2004 for locally advanced or metastatic non‐small cell lung cancer (NSCLC) therapy and are currently under evaluation in clinical trials for other tumors. The quinazoline‐fused nitrogen‐heterocyclic unit, such as 8 H ‐quinazolino[4,3‐b]quinazolin‐8‐ones, has received little attention and its biological activities are not evaluated. Multicomponent reactions (MCRs) have manifested as a powerful tool for the rapid introduction of

Journal

Journal of Heterocyclic ChemistryWiley

Published: Sep 1, 2013

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