[3 + 2] Cycloaddition/Oxidative Aromatization Sequence
via Photoredox Catalysis: One-Pot Synthesis of Oxazoles from 2<i>H</i>‑Azirines and Aldehydes
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Abstract
A novel [3 + 2] cycloaddition/oxidative
aromatization sequence
via visible light-induced photoredox catalysis is disclosed. It provides
a general synthetic route to 2,4,5-trisubstituted oxazoles from easily
accessible 2<i>H</i>-azirines and aldehydes under mild reaction
conditions. The potential of this strategy was further demonstrated
by the rapid synthesis of a cyclooxygenase-2 inhibitor as well as
the success of employing electron-deficient alkenes and imines as
the reaction partners