Palladium-Catalyzed Site-Selective Arylation of α,β-Unsaturated Carbonyl Compounds through a Ligand-Controlled Strategy

On Ying Yuen, Chau Ming So

Research output: Journal article publicationJournal articleAcademic researchpeer-review

Abstract

Palladium-catalyzed direct arylation of α,β-unsaturated carbonyl compounds is an efficient and attractive strategy to access arylated α,β-unsaturated carbonyl compounds through the construction of carbon carbon bonds. This reaction has several challenges, especially in terms of the control of regioselectivity between α- and γ-arylation and the selectivity for monoarylation and multiple arylation. Herein, we discuss the recent development of γ-arylation of α,β-unsaturated carbonyl compounds and present the ligand-controlled, site-selective α- and γ-arylation of α,β-unsaturated carbonyl ketones with (hetero)aryl halides. The site selectivity of the reaction is switchable by simply changing the phosphine ligand. 1 Introduction 2 Reaction Development and Mechanistic Investigation 3 Conclusion and Outlook.

Original languageEnglish
Pages (from-to)805-814
Number of pages10
JournalSynlett
Volume33
Issue number9
DOIs
Publication statusPublished - 1 Jun 2022

Keywords

  • arylation
  • palladium catalysis
  • phosphine ligand
  • regioselectivity
  • α,β-unsaturated ketones

ASJC Scopus subject areas

  • Organic Chemistry

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