Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Super Acids

S. Wang; Ван С.; Ya. V. Zonov; Зонов Я. В.; V. M. Karpov; Карпов В. М.; T. V. Mezhenkova; Меженкова Т. В.

doi:10.31857/S0514749224010031

Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Super Acids

Авторлар: Wang S.¹^,2, Zonov Y.V.¹^,2, Karpov V.M.¹, Mezhenkova T.V.¹
Мекемелер:
1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
2. Novosibirsk State University
Шығарылым: Том 60, № 1 (2024)
Беттер: 47-59
Бөлім: Articles
URL: https://journal-vniispk.ru/0514-7492/article/view/272380
DOI: https://doi.org/10.31857/S0514749224010031
EDN: https://elibrary.ru/ENSBKJ
ID: 272380

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Аннотация

Acid-catalyzed carbonylation of a number of polyfluorinated benzocyclobuten-1-ols, as well as cyclic sulfoesters of benzocyclobuten-1,2-diols, in reaction with carbon monoxide has been carried out. The efficiency of using TfOH and FSO₃H-SbF₅ as acidic systems was evaluated. Both products of CO addition with the remaining four-membered ring — the corresponding carboxylic acids, and various products of carbonylation accompanied by its transformations (ring opening, opening followed by heterocyclization with the formation of isochromane derivatives, expansion to a five-membered one) were obtained. In some cases, the formation of polycyclic dimeric products was also observed.

Негізгі сөздер

carbonylation, alcohols, carboxylic acids, polyfluorinated benzocyclobutenes, fluorosulfonic acid, trifluoromethanesulfonic acid, antimony pentafluoride

Толық мәтін

Әдебиет тізімі

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