Gold-catalyzed diastereoselective domino dearomatization/: Ipso -cyclization/aza-Michael sequence: A facile access to diverse fused azaspiro tetracyclic scaffolds

A facile and diversity-oriented access to complex tetracyclic benzo[e]pyrrolo[2,3-c]indole-2,4,7(5H)-triones through a post-Ugi gold(i)-catalyzed domino dearomatization/ipso-cyclization/aza-Michael sequence is elaborated. This process furnishes tetracyclic scaffolds in good yields from readily available precursors with unique diastereoselectivity. © 2017 The Royal Society of Chemistry.

Authors
He Y.1 , Li Z.1 , Tian G.1 , Song L.1 , Van Meervelt L. , Van Der Eycken E.V.
Publisher
Royal Society of Chemistry
Number of issue
48
Language
English
Pages
6413-6416
Status
Published
Volume
53
Year
2017
Organizations
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan, 200F B-3001, Belgium
  • 2 Biomolecular Architecture, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, B-3001, Belgium
  • 3 Peoples Friendship University of Russia, RUDN University, 6 Miklukho-Maklaya street, Moscow, 117198, Russian Federation
Keywords
alkaloid; gold; molecular scaffold; aromatization; Article; catalyst; cyclization; Michael addition; precursor; reaction analysis; reaction optimization; sequence analysis; stereoselectivity; synthesis
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