engleski

A simple and easy to perform synthetic route to functionalized thienyl bicyclo[3.2.1]octadienes

In order to prepare novel polycyclic derivatives of bicyclo[3.2.1]octadiene systems fused with thiophene ring, photochemical cyclizations and aldol condensation were carried out. The starting substrates were easily obtained by Vilsmeier-Haack’s reaction of bicyclo[3.2.1]octadiene thiophene derivatives From the obtained carbaldehydes, novel methyl-, methoxy- and cyano-substituted styryl thieno- benzobicyclo[3.2.1]octadiene derivatives were formed by Wittig's reaction and subjected to photochemical reactions, in terms of obtaining new annulated structures. As a part of this study, aldol reaction of starting 2-substituted carbaldehyde and acetone was also performed, which produced the thieno-fused benzobicyclo[3.2.1]octadiene compound with an extended conjugation.

bicyclo[3.2.1]octadiene ; photocyclization ; thiophene ; Vilsmeier-Haack’s reaction ; Wittig reaction

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