One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy

Jorn de Jong, Dorus Heijnen, Hugo Helbert, Ben L. Feringa*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

3 Citations (Scopus)
83 Downloads (Pure)

Abstract

A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald-Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald-Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.

Original languageEnglish
Pages (from-to)2908-2911
Number of pages4
JournalChemical Communications
Volume55
Issue number20
DOIs
Publication statusPublished - 11-Mar-2019

Keywords

  • C-N
  • CATALYZED AMINATION
  • ARYL CHLORIDES
  • BROMIDES
  • INHIBITORS
  • REAGENTS
  • IODIDES
  • AMMONIA

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