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

Jianjun Huang, Xiaochen Du, Kristof Van Hecke, Erik V. Van der Eycken, Olga P. Pereshivko, Vsevolod A. Peshkov

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)4379-4388
Number of pages10
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number30
DOIs
Publication statusPublished - Jan 1 2017
Externally publishedYes

Keywords

  • Cycloaddition
  • Diels–Alder reaction
  • Domino reactions
  • Multicomponent reactions
  • Nitrogen heterocycles
  • Ugi reaction

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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