Cationic Gold(I)-Catalyzed Cascade Bicyclizations for Divergent Synthesis of (Spiro)polyheterocycles

We herein report an expeditious synthetic strategy to access diverse (spiro)polyheterocycles from easily available starting materials in two operational steps including an Ugi four-component reaction and a cationic gold(I)-catalyzed cascade bicyclization. Divergent synthesis of these structurally complex pyrido[2,1-a]isoindol-4(6H)-ones and spiroisoquinoline-pyrrole-3,5′-diones via a cascade nucleophilic cyclization/intramolecular 1,3-migration/1,5-enyne cycloisomerization process and a tandem hydroamination/Michael addition sequence, respectively, was controlled by substituents, where the electronic effect on the migrating groups and steric effect of the secondary amide moieties play crucial roles. © 2018 American Chemical Society.

Авторы
Li Z.1 , Song L.1 , Meervelt L.V.2 , Tian G.1 , Van Der Eycken E.V.
Редакторы
-
Журнал
Издательство
American Chemical Society
Номер выпуска
7
Язык
Английский
Страницы
6388-6393
Статус
Опубликовано
Подразделение
-
Номер
-
Том
8
Год
2018
Организации
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Heverlee, Leuven, 3001, Belgium
  • 2 Biomolecular Architecture, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Heverlee, Leuven, 3001, Belgium
  • 3 Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
Ключевые слова
1,3-migration; cascade cyclization; gold catalysis; heterocycles; substrate control and divergent synthesis
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/6537/