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Ring Transformation of 3,4-Diphenyl-2-furylcarbamoyl Compounds to N-Substituted 3,4-Diphenyl-5-hydroxy-3-pyrrolin-2-ones
Yakushijin, Kenichi,Kozuka, Masamichi,Furukawa, Hiroshi
, p. 2178 - 2184 (2007/10/02)
3,4-Diphenyl-2-furylcarbamoyls (IIIa - e) react with oxygen in benzene at room temperature and in the abscence of catalysts or bases to give 3,4-diphenyl-5-hydroxy-3-pyrrolin-2-ones (Va - e) as main products.Under the same conditions, treatment of 3,4-diphenyl-2-furyl isocyanate (II) with an excess of various amines resulted in a clean autoxidation reaction to give Ve - h and diphenylmaleimides (XIIa - d) in a ratio of about 1:1. 3-Hydroxyphenantropyrrolin-1-ones (XIIIa - e) were prepared by the photocyclization of Va - e.
