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Trifluoromethylation of Allylsilanes under Copper Catalysis
Author(s) -
Mizuta Satoshi,
GaliciaLópez Oscar,
Engle Keary M.,
Verhoog Stefan,
Wheelhouse Katherine,
Rassias Gerasimos,
Gouverneur Véronique
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201707
Subject(s) - trifluoromethylation , reagent , alkene , silylation , allylic rearrangement , chemistry , catalysis , copper , combinatorial chemistry , functional group , organic chemistry , trifluoromethyl , polymer , alkyl
Branched allylic CF 3 products are accessible by copper‐catalyzed trifluoromethylation of allylsilanes with the Togni reagent I . The silyl group is critical to control the outcome of this reaction because in its absence, a product of addition between the alkene and the Togni reagent is formed preferentially. The reaction is inhibited with 2,2,6,6‐tetramethyl‐1‐piperidinyloxy (TEMPO) and is likely to operate via multiple reaction pathways.