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Overall “Pseudocationic” Trifluoromethylation of Dihydropyridines with Triflic Anhydride
Author(s) -
Rudler Henri,
Parlier Andrée,
SandovalChavez Cesar,
Herson Patrick,
Daran JeanClaude
Publication year - 2008
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.200801879
Subject(s) - trimethylsilyl , ketene , electrophile , chemistry , trifluoromethylation , pyridine , triflic acid , organic chemistry , group (periodic table) , nitrogen atom , medicinal chemistry , catalysis , trifluoromethyl , alkyl
A triflic reaction : The role of triflic anhydride is not limited to the transfer of a triflyl group to the nitrogen atom during the interaction of pyridine with bis(trimethylsilyl)ketene acetals: it can also provide an electrophilic CF 3 group able to transform the formed dihydropyridines substituted with trimethylsilyl ester groups into α‐trifluoromethyllactones (see scheme).