Irradiation of the title compound (6) with a broad spectrum lamp at room temperature afforded 2‐methylidene‐1,2,3,4‐tetrahydronaphthalene (8) and 2‐methylnaphthalene (7). Apart from 8, irradiation of 6 at −45°C also afforded 5‐methylbenzobicyclo[3.1.0]hex‐2‐ene (12) 1‐methylidene‐2‐(2‐tolyl)cyclopropane (13) as well as a small amount of 2‐methyl‐1,4‐dihydronaphthalene (14). Both 12 and 13 originate from the ring‐opened product of 6. Compound 14 is probably formed via a retro di‐π‐methane rearrangement from 12. Irradiation of 6 in n‐propylamine afforded the same photoproducts, 14 being the main one in this case.
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LAARHOVEN et al. (1986) studied this question.
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