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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

An Interesting Synthetic Pathway to Some Quinolin-4(1H)ones: Phenacylanthranilates Rearrangement – Limits and Scopes

Author(s): Miroslav Soural, Pavel Hradil, Sona Krupkova and Jan Hlavac

Volume 9, Issue 4, 2012

Page: [426 - 432] Pages: 7

DOI: 10.2174/157019312804699483

Price: $65

Abstract

Rearrangement of some anthranilic acid esters, thioesters or amides under particularly acidic conditions gives derivatives of 2- aryl-3-substituted-quinolinon-4(1H)-ones. The reaction represents undoubtely the most efficient method for the preparation of derivatives bearing hydroxy and amino group at position 3. Furthermore, the target compounds comprise organic molecules with very interesting biological properties that have been reviewed quite recently. This mini-review summarizes information about limits and scopes of the unprecedent reaction that became extremely useful and revolutionary in area of flavonoids analogues research.

Keywords: Rearrangement, cyclization, aminoquinolinones, hydroxyquinolinones, anthranilic acids, haloketones.


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