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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

  作者 PESIC DIJANA; LANDEK IVANA OZIMEC; RUPCIC RENATA; MODRIC MARINA; DZAPO IVA; TROJKO RUDOLF; MERCEP MLADEN; MESIC MILAN  
  选自 期刊  Journal of Heterocyclic Chemistry;  卷期  2012年49-2;  页码  243-252  
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[摘要]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 [4] structures (IIIX). Dibenzo[e,h]azulenes as heterotetracyclic scaffold can be exploited in further modifications to obtain compounds with altered physicochemical and biological profile. J. Heterocyclic Chem., (2012).

 
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