A Gold(I)-Catalyzed Hydroamination/Cycloisomerization Cascade: Concise Synthesis of (±)-seco-Antofine and (±)-Septicine

A concise and flexible procedure for the synthesis of highly functionalized N-heterocyclic 1,6-annulated 2-pyridones and 2,3-annulated 4-pyrimidinones has been elaborated through a gold-catalyzed tandem hydroamination/cycloisomerization cascade. This novel and highly efficient method allows the rapid construction of these diverse N-heterocyclic scaffolds starting from readily available building blocks, and shows a wide scope and good functional group tolerance. The total synthesis of (±)-seco-antofine and (±)-septicine were realized employing this strategy. © 2020 American Chemical Society.

Авторы
Tian G.1 , Song L.1 , Li Z.1 , Robeyns K.2 , Van Meervelt L. , Van Der Eycken E.V.
Журнал
Номер выпуска
21
Язык
Английский
Страницы
8441-8445
Статус
Опубликовано
Том
22
Год
2020
Организации
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, B-3001, Belgium
  • 2 IMCN, Molecules Solids and Reactivity Division (MOST), Université Catholique de Louvain, Place Pasteur 1, Louvain-la-Neuve, B-1348, Belgium
  • 3 Biomolecular Architecture, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, B-3001, Belgium
  • 4 Peoples' Friendship University of Russia, RUDN University, 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
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Другие записи

Krasnovskaya O.O., Guk D.A., Naumov A.E., Nikitina V.N., Semkina A.S., Vlasova K.Y., Pokrovsky V., Ryabaya O.O., Karshieva S.S., Skvortsov D.A., Zhirkina I.V., Shafikov R.R., Gorelkin P.V., Vaneev A.N., Erofeev A.S., Mazur D.M., Tafeenko V.A., Pergushov V.I., Melnikov M.Y., Soldatov M.A., Shapovalov V.V., Soldatov A.V., Akasov R.A., Gerasimov V.M., Sakharov D.A., Moiseeva A.A., Zyk N.V., Beloglazkina E.K., Majouga A.G.
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