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Mini-Reviews in Organic Chemistry

Editor-in-Chief

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

Pfitzinger Reaction in the Synthesis of Bioactive Compounds - A Review

Author(s): Jaiprakash N. Sangshetti, Abhay S. Zambare, Indrajeet Gonjari and Devanand B. Shinde

Volume 11, Issue 2, 2014

Page: [225 - 250] Pages: 26

DOI: 10.2174/1570193X113106660020

Price: $65

Abstract

Pfitzinger reaction is the formation of derivative of 4-quinoline carboxylic acids from isatins or its analogs under alkaline condition. This reaction was first discovered by Pfitzinger at the end of 19th century hence it is known as Pfitzinger reaction. This reaction has attracted a great deal of attention in the last few decades because of biological significance of quinoline carboxylic acid derivatives. The utility of Pfitzinger reaction has been proved time to time by its involvement in the synthesis of drugs or drug intermediates.

The present review is focused on brief aspects of the synthesis of 4-quinoline carboxylic acids from isatins and its different derivatives. It also covers the literature on modification of original Pfitzinger reaction and its application for the synthesis of different bioactive molecules.

Different 4-quinoline carboxylic acids analogs synthesized by Pfitzinger reaction or modified Pfitzinger reaction have been tested for varied pharmacological activities. The review encompasses all literature reports of Pfitzinger reaction in the synthesis of different pharmacologically active molecules. This reaction with some modification has been widely used for the synthesis of a number of drugs or drug intermediates. The review also discusses the different chemistry aspects of Pfitzinger reaction.

Keywords: Pfitzinger reaction, isatin derivatives, ketones, quinoline-4-carboxylic acid, bioactive molecules.

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