Irradiation of 2-cyano-N-methylpyrrole in methanol and in furan and of 2-cyanopyrrole in furan gives, in addition to the corresponding 3-cyanopyrroles, adducts whose structures, together with other experiments, indicate a transposition mechanism involving 2,5-bonding followed by ‘walk’ of the aziridine nitrogen atom.
J. A. Barltrop, A. C. Day and R. W. Ward, J. Chem. Soc., Chem. Commun., 1978, 131 DOI: 10.1039/C39780000131
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