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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Reactions of Hydrazones with Lead Tetraacetate in Organic Synthesis

Author(s): Antigoni Kotali

Volume 6, Issue 11, 2002

Page: [965 - 985] Pages: 21

DOI: 10.2174/1385272023373761

Price: $65

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Abstract

The progress that has been made in organic synthesis via the reactions of hydrazones with lead tetraacetate, mainly since 1970, is presented in this review. Thus, the synthesis of various compounds, as gem-azoacetates, azo and diazo compounds, acylhydrazines, alkenes, oxadiazolines, triazoles, pyrazoles, indazoles and dibenzazepinones will be discussed. Special emphasis is given in a synthetically useful new rearrangement that takes place in LTA oxidations of N-acylhydrazones of ohydroxyaryl ketones and leads to high yield synthesis of 1,2-diacylbenzenes, oacylarylcarboxylic esters, o-acylbenzoyl bromides, 1,2,3- triacylbenzenes, 1,2,3,4- tetraacylbenzenes, o-acylbenzaldehydes and o-phthalaldehyde. Finally, some of the applications of hydrazones and their derivatives are discussed.

Keywords: Hydrazones, Lead Tetraacetate, dibenzazepinones, 1,2,3-triacylbenzenes, AZOACETOXY COMPOUNDS, 3-hydrazino-6-chloropyridazine

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