Heterocycles

THERMAL AND PHOTOCHEMICAL REARRANGEMENTS OF 3-ARYLAMINO-2-PHENYL-1H-INDEN-1-ONES TO N-ARYLPHTHAL-IMIDES

M Kawai, E Sakanoshita, M Akita, K Kobayashi

Index: Kawai, Masayuki; Sakanoshita, Eriko; Akita, Motoko; Kobayashi, Keiji Heterocycles, 2013 , vol. 87, # 6 p. 1289 - 1299

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Abstract

Abstract–Upon heating to above their melting temperatures, 3-arylamino-2-phenyl-1H-inden- 1-ones and 2, 2'-diphenyl-3, 3'-bis (arylimino)-[2, 2'-biindan]-1, 1'-dione undergo a skeletal rearrangement to afford N-arylphthalimides along with benzoic acid in the presence of atmospheric oxygen. The photoreaction of these compounds in acetonitrile also results in the formation of these products. The mechanism of the reactions, including the formation ...

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