114389-72-9Relevant academic research and scientific papers
Perfluoroacylation of alkenes
Nenajdenko, Valentine G.,Gridnev, Ilya D.,Balenkova, Elizabeth S.
, p. 11023 - 11038 (1994)
Reaction of direct electrophilic perfluoroacylation of different structure alkenes with trifluoroacetic anhydride activated by BF3·SMe2 complex leads to trifluoromethylalkenylketones with different structure of alkenyl group. Possibl
Radical Trifluoroacetylation of Alkenes Triggered by a Visible-Light-Promoted C–O Bond Fragmentation of Trifluoroacetic Anhydride
Jeschke, Gunnar,Katayev, Dmitry,N?tel, Nicolas Yannick,Rombach, David,Zhang, Kun
supporting information, p. 22487 - 22495 (2021/09/09)
We report a mild and operationally simple trifluoroacylation strategy of olefines, that utilizes trifluoroacetic anhydride as a low-cost and readily available reagent. This light-mediated process is fundamentally different from conventional methodologies and occurs through a trifluoroacyl radical mechanism promoted by a photocatalyst, which triggers a C?O bond fragmentation. Mechanistic studies (kinetic isotope effects, spectroelectrochemistry, optical spectroscopy, theoretical investigations) highlight the evidence of a fleeting CF3CO radical under photoredox conditions. The trifluoroacyl radical can be stabilized under CO atmosphere, delivering the trifluoroacetylation product with higher chemical efficiency. Furthermore, the method can be turned into a trifluoromethylation protocol by simply changing the reaction parameters. Beyond simple alkenes, this method allows for chemo- and regioselective functionalization of small-molecule drugs and common pharmacophores.
Pyrazoline derivatives, their preparation and application as medicaments
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Page column 9-10, (2010/01/30)
The present invention relates to new pyazoline derivatives of formula and to physiologically acceptable salts thereof, to the method for their preparation and to their application as medicaments.
Enantioselective reduction of α,β-unsaturated ketones bearing the trifluoromethyl group
Nenajdenko, Valentine G.,Smolko, Konstantin I.,Balenkova, Elizabeth S.
, p. 1259 - 1266 (2007/10/03)
α,β-Unsaturated ketones bearing the trifluoromethyl group were enantioselectively reduced by a variety of reagents to the corresponding secondary allylic alcohols with e.e. in the range 87-99%. The influence of the trifluoromethyl group on the enantioselectivity is discussed.
Synthesis of α,β-Unsaturated Ketones Containing a Perfluorinated Group
Nenaidenko, V. G.,Balenkova, E. S.
, p. 1030 - 1036 (2007/10/03)
Acylation of various alkenes with trifluoroacetic anhydride in the presence of the dimethyl sulfide-boron trifluoride complex yields corresponding unsaturated ketones with a perfluoroacyl moiety.The effect of the substrate structure on the reaction direct
Addition of Organocuprates to Acetylenic Di- and Trifluoromethyl Ketones. Regiospecific Synthesis of β,β-Disubstituted Unsaturated Fluoro ketones
Lindermann, Russel J.,Lonikar, Madhu S.
, p. 6013 - 6022 (2007/10/02)
A regiospecific synthesis of β,β-disubstituted-α,β-unsaturated di- and trifluoromethyl ketones has been achieved by the conjugate addition of higher order cyano cuprate reagents to acetylenic di- and trifluoromethyl ketones.An efficient and reproducible s
THE SYNTHESIS OF UNSATURATED TRIFLUOROMETHYL KETONES BY REGIOSELECTIVE ORGANOCUPRATE ADDITION TO ACETYLENIC TRIFLUOROMETHYL KETONES
Linderman, Russel J.,Lonikar, Madhu S.
, p. 5271 - 5274 (2007/10/02)
Regiospecific and stereoselective synthesis of unsaturated trifluoromethyl ketones has been accomplished by the addition of higher order cyano cuprates to acetylenic trifluoromethyl ketones.
