Naslov
Photochemical approach to fused furan and thiophene polycyclic structures

Autori
Vidaković, Dragana ; Škorić, Irena ; Horvat, Margareta ; Marinić, Željko ; Šindler-Kulyk, Marija

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

Izvornik
The 15th European Symposium on Organic Chemistry ABSTRACTS / Guiry, Pat ; Mooney, Ann - Dublin, 2007, 422-422

Skup
15th European Symposium on Organic Chemistry

Mjesto i datum
Dublin, Irska, 08.07.2007. - 13.07.2007

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
oxygen heterocycles; sulfur heterocycles; furan; thiophene; photochemistry; photocycloaddition; synthesis

Sažetak
Formation of the bicyclic structures has received much attention since they represent the basic framework of numerous important biologically active natural compounds or their metabolites. Their skeleton has also proved to be useful reactive intermediate in various stereoselective transformations making these derivatives powerful building blocks in organic synthesis [1]. Thus, in aim to prepare new bicyclic furan and thiophene derivatives, 2-[2-(2-ethenylphenyl)ethenyl]furan (1a) [2], 2-[2-(2-ethenylphenyl)ethenyl]thiophene (1b) [3], 3-[2-(2-ethenylphenyl)ethenyl]furan (2a) and 3-[2-(2-ethenylphenyl)ethenyl]thiophene (2b) were synthesized. These starting compounds upon irradiation convert to bicyclo[3.2.1.]octadiene (3, 4) and bicyclo[2.1.1.]hexene (5) structures [4] as main products, by [2+2] cycloaddition via biradical mechanism. This is an example of elegant and direct synthesis of complex polycyclic compounds.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA