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Direct Access to Aryl Bis(trifluoromethyl)carbinols from Aryl Bromides or Fluorosulfates: Palladium‐Catalyzed Carbonylation
Author(s) -
Domino Katrine,
Veryser Cedrick,
Wahlqvist Benjamin A.,
Gaardbo Cecilie,
Neumann Karoline T.,
Daasbjerg Kim,
De Borggraeve Wim M.,
Skrydstrup Troels
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201802647
Subject(s) - aryl , palladium , carbonylation , trifluoromethyl , catalysis , carbon monoxide , chemistry , stoichiometry , organic chemistry , combinatorial chemistry , alkyl
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.