Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Demina N. S., Irgashev R. A., Kazin N. A., Rusinov G. L., Bayankina P. E.
Заглавие : An effective route to dithieno[3,2- B:2′,3′- D ]thiophene-based hexaheteroacenes
Место публикации : Synlett. - 2021. - Vol. 32, № 10. - С. 1009-1013
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): benzothienothienothienoindoles--aminothiophenes--arylhydrazines
Аннотация: A series of 12H-[1]benzo[4′′,5′′]thieno[2′′,3′′:4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]indoles were efficiently prepared in three steps starting from available benzo[b]thieno[2,3-d]thiophen-3(2H)-ones. These fused ketones were treated with the Vilsmeier reagent and hydroxylamine hydrochloride to give the corresponding 3-chlorobenzo[b]thieno[2,3-d]thiophene-2-carbonitriles, which then reacted with methyl sulfanylacetate to form methyl 3-aminobenzo[4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]thiophene-2-carboxylates, in accordance with the Fiesselmann thiophene synthesis protocol. Finally, the desired N,S-heterohexacenes were obtained by conversion of these fused 3-aminothiophene-2-carboxylates into the corresponding 3-aminothiophene intermediates, which acted as synthetic equivalents of thiophen-3(2H)-ones, followed by their acid-promoted reaction with arylhydrazines, in accordance with the Fischer indolization procedure.

Доп.точки доступа:
Demina, N. S.; Irgashev, R. A.; Kazin, N. A.; Rusinov, G. L.; Русинов Геннадий Леонидович; Bayankina, P. E.