Photoinduced electron-transfer conditions (the photoexcitation of the electron acceptor naphthalenedicarbonitrile (DCN)) are required for [3 + 2] cycloadditions of azirines (1) with imines, which afford N-substituted imidazoles (3). Probable intermediates are the radical cations 2, which were detected by the trapping reaction with trifluoroethanol.
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Müller et al. (1991) studied this question.
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