New synthesis of isoxazoles from 1, 4-dianions of oximes having an. alpha. hydrogen. Mass spectrometry

CF Beam, MCD Dyer, RA Schwarz…

Index: Beam,C.F. et al. Journal of Organic Chemistry, 1970 , vol. 35, p. 1806 - 1810

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Citation Number: 59

Abstract

The 1, 4 dianions of deoxybenzoin oxime, acetophenone oxime, and para-substituted acetophenone oximes were prepared and condensed with aromatic esters followed by acid cyclization to give unsymmetrical 3, 4, 5-triand 3, 5-disubstituted isoxazoies. The synthesis of other isoxazole types, using various oxime 1, 4 dianions, by this convenient and unequivocal method is presented. Mass spectra of unsymmetrical isoxaeoles are also ...