The Journal of Organic Chemistry

Chemical evolution. XXVIII. Photochemical conversion of enaminonitriles to imidazoles. Scope and mechanism

JP Ferris, RW Trimmer

Index: Ferris,J.P.; Trimmer,R.W. Journal of Organic Chemistry, 1976 , vol. 41, p. 19 - 24

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Citation Number: 29

Abstract

15 16 enaminonitriles 13b, 13c, and 18 were prepared in high yield by the reaction of 2- oxocyclohexanecarbonitrile with the corresponding amine. Lower yields of imidazoles were observed when enaminonitrile concentrations greater than M were used. Presumably this is due to the occurrence of bimolecular reactions in more concentrated solution. No imidazole products were detected on irradiation of the N, N-disubstituted enaminonitrile 18. The ...