Palladium-catalyzed chemoselective direct α-arylation of carbonyl compounds with chloroaryl triflates at the C-Cl site

Zicong Chen, Changxue Gu, On Ying Yuen, Chau Ming So

Research output: Journal article publicationJournal articleAcademic researchpeer-review

Abstract

This study described palladium-catalyzed chemoselective direct α-arylation of carbonyl compounds with chloroaryl triflates in the Ar-Cl bond. The Pd/SelectPhos system showed excellent chemoselectivity toward the Ar-Cl bond in the presence of the Ar-OTf bond with a broad substrate scope and excellent product yields. The electronic and steric hindrance offered by the -PR2 group of the ligand with the C2-alkyl group was found to be the key factor affecting the reactivity and chemoselectivity of the α-arylation reaction. The chemodivergent approach was also successfully employed in the synthesis of flurbiprofen and its derivatives (e.g., -OMe and -F).

Original languageEnglish
Pages (from-to)4762-4769
Number of pages8
JournalChemical Science
Volume13
Issue number17
DOIs
Publication statusPublished - 16 Mar 2022

ASJC Scopus subject areas

  • Chemistry(all)

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