Straightforward synthesis of bench-stable heteroatom-centered difluoromethylated entities via controlled nucleophilic transfer from activated TMSCHF 2.

Margherita Miele, Laura Castoldi, Xenia Simeone, Wolfgang Holzer, Vittorio Pace

Publications: Contribution to journalArticlePeer Reviewed

Abstract

The commercially available and experimentally convenient (bp 65 °C) difluoromethyltrimethylsilane (TMSCHF 2) is proposed as a valuable difluoromethylating transfer reagent for delivering the CHF 2 moiety to various heteroatom-based electrophiles. Upon activation with an alkoxide, a conceptually intuitive nucleophilic displacement directly furnishes in high yields the bench-stable analogues.

Original languageEnglish
Pages (from-to)5761-5764
Number of pages4
JournalChemical Communications
Volume58
Issue number38
DOIs
Publication statusPublished - 2022

Austrian Fields of Science 2012

  • 104015 Organic chemistry

Keywords

  • Indicators and Reagents

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