5-Halomethyl-5-Hydroxy-4,5-Dihydroisoxazoles: Synthesis and 13C, 17O,15N, 19F NMR Spectroscopy

Authors: Martins, Marcos A.P.; Machado, Pablo; Rosa, Fernanda A.; Cunico, Wilson; Bonacorso, Helio G.; Zanatta, Nilo

Source: Mini-Reviews in Organic Chemistry, Volume 5, Number 1, February 2008 , pp. 53-76(24)

Publisher: Bentham Science Publishers

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Abstract:

This review reports the synthesis and isolation of close to 125 5-haloalkyl substituted 5-hydroxy-4,5- dihydroisoxazoles. The 4,5-dihydroisoxazoles were mainly obtained from the reaction of β-diketones or β-alkoxyvinyl ketones with hydroxylamine, using different reaction conditions and methodologies. The review also reports the 13C NMR data for 109 compounds, the 17O NMR data for 17 compounds, the 15N NMR data for 16 compounds and the 19F NMR data for 36 compounds. The empirical additive substituent increments (SCS) were determined from the experimental 13C, 17O and 15N NMR data.

Keywords: Isoxazoles; 4,5-dihydroisoxazoles; 13C; 17O; 15N and 19F NMR; heterocyles; halomethylated compounds

Document Type: Research article

DOI: http://dx.doi.org/10.2174/157019308783498214

Publication date: 2008-02-01

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