Ligand Control of Palladium-Catalyzed Site-Selective α- and γ-Arylation of α,β-Unsaturated Ketones with (Hetero)aryl Halides

On Ying Yuen, Chau Ming So (Corresponding Author)

Research output: Journal article publicationJournal articleAcademic researchpeer-review

1 Citation (Scopus)

Abstract

This study describes the first palladium-catalyzed, site-selective α- and γ-arylation of α,β-unsaturated ketones with (hetero)aryl halides. A wide range of hetero(aryl)halides coupled with α,β-unsaturated ketones, and transformation into the arylated products proceeded with excellent to good yields. The site selectivity of the reaction is switchable by simply changing the phosphine ligand to access either α-arylated or γ-arylated products in good to excellent yields by using a low catalyst loading, and the method demonstrates good functional-group compatibility.

Original languageEnglish
Pages (from-to)23438-23444
Number of pages7
JournalAngewandte Chemie - International Edition
Volume59
Issue number52
DOIs
Publication statusPublished - 21 Dec 2020

Keywords

  • arylation
  • cross-coupling
  • ketones
  • ligand design
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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