The synthesis of diverse benzazepinoindoles via gold-catalyzed post-Ugi alkyne hydroarylation/Michael addition sequence

We have developed a novel gold-catalyzed hydroarylation/Michael addition process, enabling the construction of the benzazepinoindole polycyclic scaffold in a highly efficient manner starting from readily accessible multifunctional Ugi adducts. The developed methodology is characterized by a broad substrate scope, excellent functional-group tolerance and high yields of the target benzazepinoindoles. © 2022 The Royal Society of Chemistry.

Authors
Liu C. , Van Meervelt L. , Peshkov V.A. , Van Der Eycken E.V.
Journal
Organic Chemistry Frontiers
Publisher
Royal Society of Chemistry
Issue number
17
Language
English
Pages
4619-4624
State
Published
Link
External link
DOI
10.1039/D2QO00810F
Volume
9
Year
2022
Organizations
  • 1 Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 2 Biomolecular Architecture, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 3 College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Dushu Lake Campus, Suzhou, 215123, China
  • 4 Department of Chemistry, School of Sciences and Humanities, Nazarbayev University, 53 Kabanbay Batyr Ave, Nur-Sultan, 010000, Kazakhstan
  • 5 Peoples’ Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow, 117198, Russian Federation
Keywords
Catalysis; Gold; Higher yield; Hydroarylation; Michael additions; Scaffolds
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