The palladium-catalysed reduction of 7-nitrosopyrrolo [1,2-c]pyrimidines with molecular hydrogen, with hydrazine hydrate, and with cyclohexene has been investigated. Rapid hydrogenation produced 7-amino-derivatives, whereas slower reactions resulted in ring fission to yield 3-pyrimidinylacrylonitriles. The same nitriles were also prepared by oxidation of the amines, and the intermediacy of nitrenes is postulated.
W. J. Irwin and D. G. Wibberley, J. Chem. Soc. C, 1971, 3237 DOI: 10.1039/J39710003237
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