Palladium-Catalyzed Site-Selective Fluorination of Unactivated C(sp3)-H Bonds

Jinmin Miao, Ke Yang, Martin Kurek, Haibo Ge

Research output: Contribution to journalArticle

57 Scopus citations

Abstract

The transition-metal-catalyzed direct C-H bond fluorination is an attractive synthetic tool toward the preparation of organofluorines. While many methods exist for the direct sp3 C-H functionalization, site-selective fluorination of unactivated sp3 carbons remains a challenge. Direct, highly site-selective and diastereoselective fluorination of aliphatic amides via a palladium-catalyzed bidentate ligand-directed C-H bond functionalization process on unactivated sp3 carbons is reported. With this approach, a wide variety of β-fluorinated amino acid derivatives and aliphatic amides, important motifs in medicinal and agricultural chemistry, were prepared with palladium acetate as the catalyst and Selectfluor as the fluorine source.

Original languageEnglish
Pages (from-to)3738-3741
Number of pages4
JournalOrganic Letters
Volume17
Issue number15
DOIs
StatePublished - Aug 7 2015

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