Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One-Pot Approach to Arene-Fused Isoindolinones

A one-pot procedure involving a four-component Ugi reaction followed by an intramolecular Diels–Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity-oriented fashion. The scope of the process has been investigated with respect to all four components, and a comparison between the one-pot and sequential approaches is given. The possibility of a late-stage one-pot functionalization through Suzuki coupling has been explored. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Authors
Huang J.1 , Du X.1 , Van Hecke K. , Van Der Eycken E.V. , Pereshivko O.P.1 , Peshkov V.A.1
Number of issue
30
Language
English
Pages
4379-4388
Status
Published
Volume
2017
Year
2017
Organizations
  • 1 College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Dushu Lake Campus, Suzhou, 215123, China
  • 2 XStruct, Department of Inorganic and Physical Chemistry, Ghent University, Krijgslaan 281-S3, Ghent, 9000, Belgium
  • 3 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 4 Peoples Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya street, Moscow, 117198, Russian Federation
Keywords
Cycloaddition; Diels–Alder reaction; Domino reactions; Multicomponent reactions; Nitrogen heterocycles; Ugi reaction
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