Conclusions
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1.
The photocycloaddition of 2-cyclopenten-1-one (I) to ethoxyacetylene, propargyl chloride, propargyl alcohol, and methyl propiolate results in the formation of comparable amounts of head-to-head and head-to-tail cycloadducts. Instead of cycloaddition of (I) to phenylacetylene, the latter only undergoes sensitized dimerization to 1-phenylazulene and 1-phenylnaphthalene.
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2.
The 7- and 6-ethoxybicyclo[3.2.0]hept-6-en-2-ones are observed to undergo unsensitized oxa-di-π-methane rearrangement to 1- and 6-ethoxytrieyclo[3.1.1.06,7]heptan-2-ones (VI) and (VII), respectively.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 855–861, April, 1977.
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Kulomzina, S.D., Serebryakov, É.P. & Kucherov, V.F. Photochemistry of acetylenic compounds. Russ Chem Bull 26, 779–785 (1977). https://doi.org/10.1007/BF01108200
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DOI: https://doi.org/10.1007/BF01108200