Irradiation of furan-2-carbonitrile and of N-methylpyrrole-2-carbonitrile in methanol yielded, respectively, trans-3-formly-2-methoxycyclopropane-1-carbonitrile and N-methyl-3-methoxy-5-azabicyclo[2,1,0]pentane-1-carbonitrile as primary photoproducts, indicating as intermediate species a cyclopropenecarboxaldehyde for furan and an azabicyclopentene for pyrrole.
H. Hiraoka, J. Chem. Soc. D, 1971, 1610 DOI: 10.1039/C29710001610
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