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Current Organic Chemistry


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

Five-membered Ring Heterocycles by Reacting Enolates with Dipoles

Author(s): Paola Vitale and ">Antonio Scilimati

Volume 17, Issue 18, 2013

Page: [1986 - 2000] Pages: 15

DOI: 10.2174/13852728113179990093


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.

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