A photocatalytic synthesis of 1,5-diaryl pyrazoles from arenediazoniums and arylcyclopropanols is reported. The reaction proceeded under mild conditions (rt, 20 min) with catalytic [Ru(bpy) 3 ] 2+ under blue-light irradiation and exhibited compatibility with several functional groups (e.g., I, SF 5, SO 2 NH 2, N 3, CN) and perfect levels of regiocontrol. Mechanistic studies (luminescence spectroscopy, CV, DFT, radical trapping, quantum yield determination) documented an initial oxidative quenching of the excited photocatalyst and the operation of a radical-chain mechanism.
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Cardinale et al. (2020) studied this question.
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