Issue 19, 1977

Photocyclisation and photoisomerisation of 1,3,4- and 1,4,5-triphenylpyrazole

Abstract

Irradiation of 1,4,5-triphenylpyrazole in the presence of iodine gives 1-phenyl-1H-phenanthro[9,10-c]pyrazole, identical with a specimen prepared by an independent route. 1,3,4-Triphenylpyrazole does not react under these conditions; this is thought to be because the intermediate non-aromatic polyene would be dipolar. Irradiation of 1,4,5-triphenylpyrazole in the presence of benzophenone gives 3-anilino-2,3-diphenylacrylonitrile, which is itself inert towards irradiation. 3-Aminoacrylonitriles are postulated as intermediates in some rearrangements of pyrazoles to imidazoles.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1977, 2096-2099

Photocyclisation and photoisomerisation of 1,3,4- and 1,4,5-triphenylpyrazole

J. Grimshaw and D. Mannus, J. Chem. Soc., Perkin Trans. 1, 1977, 2096 DOI: 10.1039/P19770002096

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