The Buchwald-Hartwig Amination After 25 Years

Ruth Dorel*, Christian P. Grugel, Alexander M. Haydl

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

79 Citations (Scopus)

Abstract

The Pd-catalyzed coupling of aryl (pseudo)halides and amines is one of the most powerful approaches for the formation of C(sp(2))-N bonds. The pioneering reports from Migita and subsequently Buchwald and Hartwig on the coupling of aminostannanes and aryl bromides rapidly evolved into general and practical tin-free protocols with broad substrate scope, which led to the establishment of what is now known as the Buchwald-Hartwig amination. This Minireview summarizes the evolution of this cross-coupling reaction over the course of the past 25 years and illustrates some of the most recent applications of this well-established methodology.

Original languageEnglish
Pages (from-to)17118-17129
Number of pages12
JournalAngewandte Chemie-International Edition
Volume58
Issue number48
DOIs
Publication statusPublished - 25-Nov-2019

Keywords

  • arenes
  • amination
  • cross-coupling
  • palladium
  • reaction mechanisms
  • PALLADIUM-CATALYZED AMINATION
  • CROSS-COUPLING REACTIONS
  • HIGHLY-ACTIVE CATALYST
  • HETEROCYCLIC CARBENE COMPLEXES
  • FORMING REDUCTIVE ELIMINATION
  • ROOM-TEMPERATURE AMINATION
  • NITROGEN BOND FORMATION
  • ARYL HALIDE AMINATION
  • LONG-LIVED CATALYSTS
  • C-O BOND

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