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Practical Methods for the Synthesis of Trifluoromethylated Alkynes: Oxidative Trifluoromethylation of Copper Acetylides and Alkynes
Author(s) -
Tresse Cédric,
Guissart Céline,
Schweizer Stéphane,
Bouhoute Yassine,
Chany AnneCaroline,
Goddard MaryLorène,
Blanchard Nicolas,
Evano Gwilherm
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400057
Subject(s) - trifluoromethylation , chemistry , combinatorial chemistry , copper , alkyne , reagent , substrate (aquarium) , oxidative phosphorylation , organic chemistry , catalysis , trifluoromethyl , alkyl , oceanography , geology , biochemistry
Two practical and complementary methods are reported for the synthesis of trifluoromethylated alkynes. The first one, a mix‐and‐stir process, is based on the oxidative trifluoromethylation of readily available and bench‐stable copper acetylides while the second one, which displays a broad substrate scope and has several advantages over existing procedures, is based on the oxidative copper‐catalyzed direct trifluoromethylation of terminal alkynes. Both reactions provide user‐friendly processes for the synthesis of trifluoromethylated acetylenes which can be easily obtained from readily available starting materials.