Naslov
Dibenzo[b, f]oxepin-10(11H)-one and dibenzo[b, f]thiepin-10(11H)-one as useful synthons in the synthesis of various dibenzo[e, h]azulenes

Autori
Pešić, Dijana ; Ozimec Landek, Ivana ; Rupčić, Renata ; Modrić, Marina ; Džapo, Iva ; Trojko, Rudolf ; Merćep, Mladen ; Mesić, Milan

Izvornik
Journal of heterocyclic chemistry (0022-152X) 49 (2012), 2; 243-252

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
dibenzo[b ; f]oxepin-10(11H)-one ; dibenzo[b ; f]thiepin-10(11H)-one ; heteroaromatic annulation ; dibenzo[e ; h]azulenes

Sažetak
The present review focuses on dibenzo[b, f]oxepin- 10(11H)-one (I, X=O) and dibenzo[ b, f]thiepin- 10(11H)-one (I, X=S) as common synthons in the efficient synthesis of various dibenzoxepino[4, 5]- and dibenzothiepino[4, 5]-fused five-membered heterocycles: [2, 3] fused thiophene (II), [3, 4] fused thiophene (III), furan (IV), pyrrole (V), imidazole (VI), pyrazole (VII), oxazole (VIII) and thiazole (IX). The potential of I to be converted into reactive intermediates that readily undergo heteroaromatic annulation reactions by cyclocondensation with proper binucleophiles allows formation of a range of enumerated functionalized dibenzo[e, h]azulene structures (II-IX). Dibenzo[e, h]azulenes as hetero- tetracyclic scaffold can be exploited in further modifications to obtain compounds with altered physicochemical and biological profile.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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