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The Preparation of Other Isoxazoles, Pyrazoles, and Related Compounds Involving Polylithiated Intermediates and Esters or Carbonyl Compounds.

While our mainstream activities have involved the preparations and reactions of the 1,4-dianions of oximes and substituted hydrazones with electrophilic reagents, such as esters and carbonyl compounds, the initial preparation of dihydronaphthisoxazoles from dilithiated 1-tetralone oxime and aromatic esters has not resulted in a routine extension to include dilithiated 1-indanone oximes, but it appears to include 1-benzosuberone hydrazones and oxime. In the case of 1-indanone oxime, the C-acylated oxime has to be isolated and separately cyclized to the desired indene-isoxazole. Also, projects involving the preparation of 5-stryryl pyrazoles and 3- or 5-stryryl-, dihydroisoxazoles have been completed, but the preparations of additional styryl- pyrazoles and isoxazoles are still in progress. New multiple anion systems [1,2,4-trianions] have involved phenylacetic acid phenylhydrazides and related hydrazides.
Emily Choi, James J. Sahn, Charles F. Beam
Department of Chemistry and Biochemistry
College of Charleston
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Author:Choi, Emily; Sahn, James J.; Beam, Charles F.
Publication:Bulletin of the South Carolina Academy of Science
Article Type:Brief Article
Geographic Code:1USA
Date:Jan 1, 2001
Words:141
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