Regioselective difluoroalkylation of 2-pyridones with fluoroalkyl bromides enabled by a nickel(II) catalyst

TitleRegioselective difluoroalkylation of 2-pyridones with fluoroalkyl bromides enabled by a nickel(II) catalyst
Publication TypeJournal Article
Year of Publication2025
AuthorsPradhan, C, Khandelwal, D, Punji, B
JournalChemistry-An Asian Journal
Volume20
Issue10
Date PublishedMAY
Type of ArticleArticle
ISSN1861-4728
Keywords2-pyridones, Difluoroalkylation, Nickel, radical intermediate, Regioselectivity
Abstract

Regioselective C-H difluoroalkylation of diverse 2-pyridones with ethyl bromodifluoroacetates and bromodifluoroacetamides is accomplished by using a (dppf)NiCl2 catalyst under mild conditions. This efficient protocol could deliver a variety of C-3 difluoroalkylated pyridones with the tolerance of a range of highly susceptible functionalities, such as -Cl, -Br, -I, -COMe, -CN, -NMe2 and -NO2, including heteroarenes like pyridinyl, furanyl, thiophenyl and carbazolyl moieties. A preliminary mechanistic study suggests the radical pathway for the reaction involving fluoroalkyl radical intermediate.

DOI10.1002/asia.202401870
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.3

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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