Synthesis of Chiral α-CF3-Substituted Benzhydryls via Cross-Coupling Reaction of Aryltitanates.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c03673
Abstract: We describe a highly efficient approach toward α-CF3-substituted benzhydryls thanks to the employment of organotitanium(IV) based nucleophiles. The use of commercially available anesthetic halothane as a cheap fluorinated building block in a sequential one-pot nickel-catalyzed… read more here.
Keywords: synthesis chiral; substituted benzhydryls; coupling reaction; cf3 substituted ... See more keywords
Synthesis of CF3-Substituted Alkylamines, 1,2-Bisazoles, and 1,4,5,6-Tetrahydro-1,2,4-triazines from Newly Designed Tetrazole-Activated Trifluoromethyl Alkenes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03900
Abstract: A new class of Michael acceptor, tetrazolyl-trifluoromethyl alkenes, has been discovered. They readily undergo Michael-type addition instead of addition-elimination reaction with aliphatic amines and azoles to furnish β-trifluoromethyl alkylamines and CF3-substituted 1,2-bisazole derivatives, respectively. Additionally,… read more here.
Keywords: trifluoromethyl; cf3 substituted; tetrahydro triazines; synthesis cf3 ... See more keywords
Silver-Catalyzed Domino Reaction of CF3-Substituted N-Allenamides with Primary Amines for the Construction of 2-Amido-5-fluoropyrroles.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00401
Abstract: We report herein a domino reaction to construct 2-amido-5-fluoropyrroles from CF3-substituted N-allenamides. The in situ generated gem-difluorinated ene-ynamides derived from CF3-substituted N-allenamides, when subjected to silver catalysis with a primary amine, undergo simultaneous hydroamination of… read more here.
Keywords: construction amido; cf3 substituted; substituted allenamides; domino reaction ... See more keywords
Hydrogen-Bonding Ability of Noyori–Ikariya Catalysts Enables Stereoselective Access to CF3-Substituted syn-1,2-Diols via Dynamic Kinetic Resolution
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DOI: 10.1021/acscatal.3c00980
Abstract: Stereopure CF3-substituted syn-1,2-diols were prepared via the reductive dynamic kinetic resolution of the corresponding racemic α-hydroxyketones in HCO2H/Et3N. (Het)aryl, benzyl, vinyl, and alkyl ketones are tolerated, delivering products with ≥95% ee and ≥87:13 syn/anti. This… read more here.
Keywords: noyori ikariya; cf3 substituted; substituted syn; dynamic kinetic ... See more keywords
Iridium-Catalyzed C–H Borylation of CF3-Substituted Pyridines
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DOI: 10.1021/acsomega.2c00773
Abstract: Iridium-catalyzed C–H borylation of CF3-substituted pyridines is described in this paper. The boronic ester group can be installed on the α, β, or γ position of pyridine by an appropriate substitution pattern. Sterically governed regioselectivity… read more here.
Keywords: substituted pyridines; iridium catalyzed; cf3 substituted; catalyzed borylation ... See more keywords
Photoinduced Trifluoromethylation with CF3Br as a Trifluoromethyl Source: Synthesis of α-CF3-Substituted Ketones
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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
Cross-dehydrogenative coupling enables enantioselective access to CF3-substituted all-carbon quaternary stereocenters†
Sign Up to like & getrecommendations! Published in 2020 at "Chemical Science"
DOI: 10.1039/c9sc05894j
Abstract: A cross-dehydrogenative coupling strategy for enantioselective access to acyclic CF3-substituted all-carbon quaternary stereocenters has been established. By using catalytic DDQ with MnO2 as an inexpensive terminal oxidant, asymmetric cross coupling of racemic δ-CF3-substituted phenols with… read more here.
Keywords: quaternary stereocenters; cf3 substituted; cross dehydrogenative; carbon quaternary ... See more keywords
Exploring F/CF3 substituted oxocarbenium ions for the diastereoselective assembly of highly substituted tetrahydrofurans.
Sign Up to like & getrecommendations! Published in 2023 at "Chemical communications"
DOI: 10.1039/d2cc06521e
Abstract: Understanding the influence of emerging fluorinated motifs is of a crucial importance in the context of the exponentially growing exploitation of fluorine in many fields. Herein, we report on the dramatic effect of a local… read more here.
Keywords: substituted tetrahydrofurans; cf3 substituted; oxocarbenium ions; highly substituted ... See more keywords
Naphthalene vs. Benzene as a Transmitting Moiety: Towards the More Sensitive Trifluoromethylated Molecular Probes for the Substituent Effects
Sign Up to like & getrecommendations! Published in 2022 at "Molecules"
DOI: 10.3390/molecules27134173
Abstract: The application of DFT computational method (B3LYP/6-311++G(d,p)) to mono- and poly(CF3)substituted naphthalene derivatives helps to study changes in the electronic properties of these compounds under the influence of 11 substituents (-Br, -CF3, -CH3, -CHO, -Cl,… read more here.
Keywords: cf3 substituted; probes substituent; effects naphthalene; molecular probes ... See more keywords