Mechanistic studies on the photochemical conversion of enaminonitriles to imidazoles

JP Ferris, RS Narang, TA Newton…

Index: Ferris,J.P. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 1273 - 1278

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Citation Number: 23

Abstract

Imidazoles are not formed by photolysis of the N, N-disubstituted enaminonitriles, 2- (dimethylamino)-l-cyclo-hexene-1-carbonitrile (7) and 3-(dimethylamino) acrylonitrile (5). These results show that the enaminonitrile must contain an NH group for the photochemical formation of the imidazole to proceed. N-Isopropyldiaminomaleonitrile (1 1) did not photodissociate to yield aminocyanocarbene (4) as shown by the absence of ...