engleski

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

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.

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

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