Cu and Hydroquinone for the Trifluoromethylation of Unprotected Phenols
Sign Up to like & getrecommendations! Published in 2019 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201801111
Abstract: Fluorination and trifluoromethylation are indispensable tools in the preparation of modern pharmaceuticals and APIs. Herein we present a concept for the introduction of a trifluoromethyl group into unprotected phenols employing catalytic copper(I) iodide and hydroquinone,… read more here.
Keywords: hydroquinone trifluoromethylation; trifluoromethylation; trifluoromethylation unprotected; chemistry ... See more keywords
Mechanistic insights into silver(I)-mediated trifluoromethylation of aryldiazonium salts
Sign Up to like & getrecommendations! Published in 2019 at "Computational and Theoretical Chemistry"
DOI: 10.1016/j.comptc.2019.04.015
Abstract: Abstract The mechanism of silver(I)-mediated trifluoromethylation of aryldiazonium salts has been studied comprehensively with density functional theory (DFT). Three stages constitute the trifluoromethylation pathway, namely (i) dissociation of the aryldiazonium salt, (ii) formation of the… read more here.
Keywords: trifluoromethylation aryldiazonium; mediated trifluoromethylation; aryldiazonium; trifluoromethylation ... See more keywords
Versatile metal reactor for high-temperature and high-pressure trifluoromethylation of carbon-rich substrates
Sign Up to like & getrecommendations! Published in 2018 at "Journal of Fluorine Chemistry"
DOI: 10.1016/j.jfluchem.2018.01.012
Abstract: Abstract A new, easily scalable reactor for trifluoromethylation of carbon-rich thermally stable substrates has been designed, built, and tested in this work. This reactor can withstand temperatures up to 520 °C and pressures up to 10… read more here.
Keywords: trifluoromethylation carbon; trifluoromethylation; carbon rich; versatile metal ... See more keywords
DFT study on synergetic Ir/Cu-metallaphotoredox catalyzed trifluoromethylation of aryl bromides
Sign Up to like & getrecommendations! Published in 2020 at "Molecular Catalysis"
DOI: 10.1016/j.mcat.2020.111294
Abstract: Abstract MacMillan et al. recently developed an elegant strategy for trifluoromethylation of aryl halides by merging iridium photoredox catalysis with copper catalysis [Science 360 (2018) 1010–1014]. The present work presents a complementary theoretical study to… read more here.
Keywords: trifluoromethylation; study; catalysis; trifluoromethylation aryl ... See more keywords
An Indirect Strategy for Trifluoromethylation via an Iridium Catalyst: Approach to Generate Isocoumarin Skeletons in Bioactive Molecules.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01700
Abstract: 3-Bromo-1,1,1-trifluoroacetone was first disclosed as an effective indirect trifluoromethylation reagent to construct the important 3-trifluoromethyl isocoumarin skeleton. The reaction proceeds through a ligand-promoted, iridium-catalyzed ortho-selective C-H alkylation of benzoic acid and an intermolecular cyclization reaction… read more here.
Keywords: trifluoromethylation; indirect strategy; iridium; trifluoromethylation via ... See more keywords
Regioselective C-H Trifluoromethylation of Aromatic Compounds by Inclusion in Cyclodextrins.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c01259
Abstract: A regioselective radical C-H trifluoromethylation of aromatic compounds was developed using cyclodextrins (CDs) as additives. The C-H trifluoromethylation proceeded with high regioselectivity to afford the product in good yield, even on the gram scale. In… read more here.
Keywords: trifluoromethylation; aromatic compounds; compounds inclusion; regioselective trifluoromethylation ... See more keywords
Visible-Light-Induced Photocatalyst-Free Radical Trifluoromethylation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02150
Abstract: An attractive, versatile, and operationally simple, visible-light-induced, transition-metal-free, photocatalyst-free, and oxidant-free trifluoromethylation has been demonstrated. Triflic anhydride (Tf2O), being inexpensive and readily available, was chosen as the radical trifluoromethyl source. Thianthrene was used as a… read more here.
Keywords: photocatalyst free; light induced; free radical; visible light ... See more keywords
3-Position-Selective C-H Trifluoromethylation of Pyridine Rings Based on Nucleophilic Activation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03327
Abstract: The first example of the 3-position-selective C(sp2)-H trifluoromethylation of pyridine rings was established. 3-Position-selective trifluoromethylation was achieved by the nucleophilic activation of pyridine and quinoline derivatives through hydrosilylation and successive electrophilic trifluoromethylation of the enamine… read more here.
Keywords: pyridine rings; position selective; trifluoromethylation pyridine; trifluoromethylation ... See more keywords
Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02948
Abstract: While several trifluoromethylation reactions involving the electrochemical generation of CF3 radicals via anodic oxidation have been reported, the alternative cathodic, reductive radical generation has remained elusive. Herein, the first cathodic trifluoromethylation of arenes and heteroarenes… read more here.
Keywords: trifluoromethylation; triflyltriethylammonium complex; trifluoromethylation arenes; arenes heteroarenes ... See more keywords
Photoinduced Trifluoromethylation with CF3Br as a Trifluoromethyl Source: Synthesis of α-CF3-Substituted Ketones
Sign Up to like & getrecommendations! Published in 2022 at "ACS Omega"
DOI: 10.1021/acsomega.2c01241
Abstract: An efficient and novel photoinduced trifluoromethylation employing CF3Br as a trifluoromethyl source is described. With commercially accessible fac-Ir(III)(ppy)3 as the catalyst, radical trifluoromethylation between O-silyl enol ether and CF3Br occurs successfully. This method provides various… read more here.
Keywords: substituted ketones; trifluoromethyl source; cf3 substituted; cf3br trifluoromethyl ... See more keywords
Selective Radical Trifluoromethylation of Native Residues in Proteins
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b10230
Abstract: The incorporation of fluorine can not only significantly facilitate the study of proteins but also potentially modulate their function. Though some biosynthetic methods allow global residue-replacement, post-translational fluorine incorporation would constitute a fast and efficient… read more here.
Keywords: selective radical; trifluoromethylation; residues proteins; radical trifluoromethylation ... See more keywords