A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.

Abstract UV irradiation of tricarbonyl(cycloheptatriene)chromium(0) and 2-phenyl-1-azirines through pyrex at 0° C leads to 7-aza-8-phenylbicyclo[4.3.1]deca-2,4,7-trienes via a [6 + 3] cycloaddition of the azirine to the cycloheptatriene ring.