Issue 9, 1970

Polyhalogenoaromatic compounds. Part XII. Synthesis and cycloaddition reactions of pentafluoro- and pentachloro-benzonitrile N-oxide

Abstract

Pentafluoro- and pentachloro-benzonitrile N-oxide were prepared from the corresponding pentahalogenobenzaldehyde oximes. The fluoro-compound dimerised to 3,4-bis(pentafluorophenyl)furoxan, whereas the chlorocompound was stable. Both the nitrile oxides readily underwent cycloadditions with styrene and phenylacetylene, to give the appropriate 3-pentahalogenophenyl-5-phenyl-isoxazolines and -isoxazoles.

Article information

Article type
Paper

J. Chem. Soc. C, 1970, 1165-1168

Polyhalogenoaromatic compounds. Part XII. Synthesis and cycloaddition reactions of pentafluoro- and pentachloro-benzonitrile N-oxide

B. J. Wakefield and D. J. Wright, J. Chem. Soc. C, 1970, 1165 DOI: 10.1039/J39700001165

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