Issue 0, 1979

Synthetic photochemistry. Part 2. Generation of benzocyclobutenols by photocyclisation of benzocycloalkenones

Abstract

The irradiation of benzocycloalkenones (2) was examined in t-butyl alcohol and cyclisation into benzocyclobutenols (1) was observed for n= 7–9. On irradiation, substituted benzocycloalkenones (4) cyclised by an external mechanism to tricyclic benzocyclobutenols (7) and/or by an internal mechanism to alcohols (5) and/or (6), the relative ratio of these products depending on the nature of the alkyl substituent and the ring size. The results are related to the mechanism of the photoenolisation reaction.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 2542-2549

Synthetic photochemistry. Part 2. Generation of benzocyclobutenols by photocyclisation of benzocycloalkenones

M. Carré, M. Viriot-Villaume and P. Caubère, J. Chem. Soc., Perkin Trans. 1, 1979, 2542 DOI: 10.1039/P19790002542

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