Naslov
SYNTHESIS AND PHOTOCHEMISTRY OF STILBENYL-SYDNONES

Autori
Butković, Kristina ; Marinić, Željko ; Šindler-Kulyk, Marija

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
13th EUROPEAN SYMPOSIUM ON ORGANIC CHEMISTRY: PROGRAMME AND ABSTRACTS / Šunjić, Vitomir - Zagreb, 2003

Skup
13th EUROPEAN SYMPOSIUM ON ORGANIC CHEMISTRY

Mjesto i datum
Dubrovnik, Hrvatska; Cavtat, Hrvatska, 10.09.2003. - 15.09.2003

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
sydnones; stilbenes; photochemistry; synthesis

Sažetak
In continuation of our work on heterocyclic compounds and their photochemical induced intramolecular cycloadditions, the new mesoionic compounds trans-3-{;2-[2-(4-methylphenyl)ethenyl]phenyl}; sydnone(1a), trans-3-{;2-[2-phenylethenyl]phenyl}; sydnone(1b) and trans-3-{;2-[2-(4-methylphenyl)ethenyl]phenylmethyl}; sydnone(2) are synthesized. The sydnone ring is a source of nitrile imine, which might react with the neighboring double bond in intramolecular 1, 3-dipolar cycloaddition giving interesting hetero polycyclic compounds. Upon irradiation, 1a and 1b gave amine and quinoline as main products, formed presumably by an elimination of NO and/or CO via radical intermediate. Irradiation of 2 gave two products, with the same molecular weight, which indicates CO2 elimination and formation of nitrile imine, followed by intramolecular cycloaddition. Structure determination and the mechanism of the photochemical reaction will be discussed

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA