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

Margherita MieleLaura CastoldiXenia SimeoneWolfgang HolzerVittorio Pace
Published in: Chemical communications (Cambridge, England) (2022)
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.
Keyphrases
  • molecular docking
  • electron transfer
  • molecular dynamics simulations