Ultraviolet light irradiation of N-alkenoylindoles affords intramolecular [2 + 2] photocycloadducts with regiochemistry opposite to that obtained in the corresponding intermolecular reaction; in contrast, N-alkenyloxycarbonylindoles appear to be relatively photostable because they are frozen in an unreactive conformation for the duration of the excited state lifetime.
D. L. Oldroyd and A. C. Weedon, J. Chem. Soc., Chem. Commun., 1992, 1491 DOI: 10.1039/C39920001491
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