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New polycyclic compounds are synthesized by photocycloaddition reactions of methoxy, methyl or phenyl substituted butadiene derivatives 11-14. Mono- and dimethoxy butadiene derivatives 11 and 12 undergo intramolecular [2+2] photocycloaddition giving benzobicyclo[3.2.1]octadiene structures (endo-15, endo, trans-17) as main products. As minor photoproducts tricyclic compounds endo-16 and endo, trans-18 are isolated, respectively, formed by [4+2] photoinduced cycloaddition of the starting molecules. The reaction of compounds 13 and 14 is more selective and only benzobicyclo[3.2.1]octadienes endo, endo-19 and endo, endo-20 are formed, respectively. New bicyclo[3.2.1]octadienes with isolated double bond can be suitable substrates for further efficient photocatalytic oxygenations in course of new functionalized polycycles, potentially more biologically active compounds

Photochemical Approach to New Polycyclic Substrates Suitable for Further Photocatalytic Functionalization