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Direct Access to Aryl Bis(trifluoromethyl)carbinols from Aryl Bromides or Fluorosulfates: Palladium-Catalyzed Carbonylation.

Katrine DominoCedrick VeryserBenjamin A WahlqvistCecilie GaardboKaroline T NeumannKim DaasbjergWim Michel De BorggraeveTroels Skrydstrup
Published in: Angewandte Chemie (International ed. in English) (2018)
A palladium-catalyzed carbonylative approach for the direct conversion of (hetero)aryl bromides into their α,α-bis(trifluoromethyl)carbinols is described, and it employs only stoichiometric amounts of carbon monoxide and trifluoromethyltrimethylsilane. In addition, aryl fluorosulfates proved highly compatible with these reaction conditions. The method is tolerant of a diverse set of functional groups, and it is adaptable to late-stage carbon-isotope labeling.
Keyphrases
  • mass spectrometry
  • high resolution
  • tandem mass spectrometry