Photochemical approach to new polycyclic substrates suitable for further photocatalytic functionalization (CROSBI ID 211348)
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Vuk, Dragana ; Marinić, Željko ; Škorić, Irena
engleski
Photochemical approach to new polycyclic substrates suitable for further photocatalytic functionalization
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.
cycloaddition ; photochemistry ; butadienes ; benzobicyclo[3.2.1.]octadiene ; polycyles
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