Abstract
The synthetic utility of enolates in the heterocycles synthesis constitutes the main topic of this review. Appropriate enolates, in a number of synthetic approaches, are easily formed in situ from a variety of carbonyl compounds (aldehydes, ketones, amides, etc.) and used for the ring construction of (poly)substituted heterocycles. Often, the synthesis of five-membered rings such as isoxazoles, triazoles, pyrazoles, etc. has been performed by using these intermediates through a two-step or even by one pot procedures. The selectivity and the versatility of enolates intermediates will be discussed, with particular attention to those methodologies useful for preparation of heterocycle containing pharmacologically active molecules.
Keywords: Five-membered rings, Enolates, 1, 3-Dipoles, Regioselective Cycloadditions, Isoxazoles, Pyrazoles, Triazoles, Furans.
Current Organic Chemistry
Title:Five-membered Ring Heterocycles by Reacting Enolates with Dipoles
Volume: 17 Issue: 18
Author(s): Paola Vitale and Antonio Scilimati
Affiliation:
Keywords: Five-membered rings, Enolates, 1, 3-Dipoles, Regioselective Cycloadditions, Isoxazoles, Pyrazoles, Triazoles, Furans.
Abstract: The synthetic utility of enolates in the heterocycles synthesis constitutes the main topic of this review. Appropriate enolates, in a number of synthetic approaches, are easily formed in situ from a variety of carbonyl compounds (aldehydes, ketones, amides, etc.) and used for the ring construction of (poly)substituted heterocycles. Often, the synthesis of five-membered rings such as isoxazoles, triazoles, pyrazoles, etc. has been performed by using these intermediates through a two-step or even by one pot procedures. The selectivity and the versatility of enolates intermediates will be discussed, with particular attention to those methodologies useful for preparation of heterocycle containing pharmacologically active molecules.
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Cite this article as:
Vitale Paola and Scilimati Antonio, Five-membered Ring Heterocycles by Reacting Enolates with Dipoles, Current Organic Chemistry 2013; 17 (18) . https://dx.doi.org/10.2174/13852728113179990093
DOI https://dx.doi.org/10.2174/13852728113179990093 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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