engleski

Photochemical Reactivity of N-substituted-2-styrylpyrrole

We have been interested in the synthesis and photochemical reactivity of o-vinylstilbenes as a method for the preparation of polycyclic compounds, potentially pharmacologically interesting substances. Whereas on irradiation of furan derivatives (1) the intramolecular cycloaddition takes place, resulting in the formation of the bicyclo[3.2.1]octadiene furan derivatives (3), the pyrrole derivatives (2) give the dimers (4), formed by the addition of one pyrrole ring to the double bond of the other molecule in a regiospecific way. In order to obtain the pyrrole-bicyclo[3.2.1]octadiene structure the nitrogen of the pyrrole ring is substituted with the electron withdrawing substituents. By irradiation of such substituted pyrrole derivatives of o-divinylbenzene desired photoproducts (6) are obtained.

photochemistry; reactivity; pyrroles; bicyclo[3.2.1]octadiene

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