Category: 1300746-79-5

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1300746-79-5, is researched, Molecular C13H8CuF3N2, about Late-Stage Conversion of a Metabolically Labile Aryl Methyl Ether-Containing Natural Product to Fluoroalkyl Analogues, the main research direction is aryl methyl ether fluoroalkyl preparation; phenol fluoroalkyl preparation; dextromethorphan fluoroalkyl fluoroalkoxy analog preparation.Safety of (1,10-Phenanthroline)(trifluoromethyl)copper(I).

We report the conversion of aryl Me ethers and phenols into six fluoroalkyl analogs I (R = OCF3, OCF2H, CF3, CF2H, CF2CF3, CF2Me) through late-stage functionalization of a natural product-derived FDA-approved therapeutic. This series of short synthetic sequences exploits a combination of both modern and traditional methods and demonstrates that some recently reported methods do not always work as well as desired on a natural product-like scaffold. Nonetheless, reaction optimization can deliver sufficient quantities of each target analog for medicinal chem. purposes. In some cases, classical reactions and synthetic sequences still out-compete modern organofluorine transformations, which should encourage the continued search for improved reactions. Overall, the project provides a valuable synthetic road map for medicinal chemists to access a range of fluorinated therapeutic candidates with distinct physicochem. properties relative to the original O-based analog.

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Saito, Yutaro; Segawa, Yasutomo; Itami, Kenichiro published the article 《para-C-H Borylation of benzene derivatives by a bulky iridium catalyst》. Keywords: boration monosubstituted benzene para selective iridium BIPHEP catalyst; arylboronic ester preparation para selective boration aromatic substitution.They researched the compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I)( cas:1300746-79-5 ).Application of 1300746-79-5. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1300746-79-5) here.

A highly para-selective aromatic C-H borylation has been accomplished. By a new iridium catalyst bearing a bulky diphosphine ligand, Xyl-MeO-BIPHEP, the C-H borylation of monosubstituted benzenes can be affected with para-selectivity up to 91%. This catalytic system is quite different from the usual iridium catalysts that cannot distinguish meta- and para-C-H bonds of monosubstituted benzene derivatives, resulting in the preferred formation of meta-products. The para-selectivity increases with increasing bulkiness of the substituent on the arene, indicating that the regioselectivity of the present reaction is primarily controlled by steric repulsion between substrate and catalyst. Caramiphen, an anticholinergic drug used in the treatment of Parkinson’s disease, was converted into five derivatives via our para-selective borylation. The present [Ir(cod)OH]2/Xyl-MeO-BIPHEP catalyst represents a unique, sterically controlled, para-selective, aromatic C-H borylation system that should find use in streamlined, predictable chem. synthesis and in the rapid discovery and optimization of pharmaceuticals and materials.

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Computed Properties of C13H8CuF3N2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I), is researched, Molecular C13H8CuF3N2, CAS is 1300746-79-5, about Tetralithiated Tetraazaperopyrene as a Key Intermediate for the Synthesis of Functionalized Derivatives. Author is Hahn, Lena; Wadepohl, Hubert; Gade, Lutz H..

A new synthetic approach to core-functionalized tetraazaperopyrenes (TAPP) is reported. In-situ reaction of 4-fold lithiated TAPP with electrophiles results in the formation of various unprecedented TAPP derivatives, which are highly emissive fluorophores, show promising photophys. and electrochem. properties and act as valuable starting materials [e.g., I (formed in situ from tetrabromo precursor) + ClPPh2 → II (46%)]. Thus, lithiation of the TAPP core opens up a facile way for developing new organic materials.

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SDS of cas: 1300746-79-5. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I), is researched, Molecular C13H8CuF3N2, CAS is 1300746-79-5, about Discovery of the first potent and selective αvβ5 integrin inhibitor based on an amide-containing core.

Integrins αvβ5 and αvβ3 are closely related, proangiogenic members of the wider RGD-binding integrin family. Due to their high sequence homol., the development of αvβ5-selective compounds has remained elusive to synthetic and medicinal chemists. Herein, we describe a survey of SAR around a series of amide-containing 3-aryl-succinamic acid-based RGD mimetics. This resulted in the discovery of α,α,α-trifluorotolyl I which exhibits 800 x selectivity for αvβ5vs. αvβ3 with a pyrrolidine amide linker that confers selectivity for αvβ5 by positioning a key aryl ring in the SDL of αvβ5 with good complementarity; binding in this mode is disfavored in αvβ3 due to clashes with key residues in the β3-subunit. Compound I exhibits selective inhibition by a cell adhesion assay, high passive permeability and solubility which enables potential use of this inhibitor as an αvβ5-selective in vitro tool compound

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Related Products of 1300746-79-5. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I), is researched, Molecular C13H8CuF3N2, CAS is 1300746-79-5, about Copper-Mediated Perfluoroalkylation of Heteroaryl Bromides with (phen)CuRF. Author is Mormino, Michael G.; Fier, Patrick S.; Hartwig, John F..

The attachment of perfluoroalkyl groups onto organic compounds has been a major synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuRF, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF2CF3 is reported. The mild reaction conditions allow the process to tolerate many common functional groups. Perfluoroethylation with (phen)CuCF2CF3 occurs in somewhat higher yields than trifluoromethylation with (phen)CuCF3, creating a method to generate fluoroalkyl heteroarenes that are less accessible from trifluoroacetic acid derivatives

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I), is researched, Molecular C13H8CuF3N2, CAS is 1300746-79-5, about Selective Synthesis of Perfluoroalkylated Corannulenes and Investigation of their Structural, Dynamic and Electrochemical Behavior, the main research direction is perfluoroalkylated corannulene selective preparation mol structure dynamic behavior electrochem; X-ray crystallography; corannulene; cyclic voltammetry; perfluoroalkylation; variable temperature NMR.Formula: C13H8CuF3N2.

Herein general methods allowing the synthesis of various perfluoroalkylated corannulenes e.g., I [R = C4F9, C6F13, C8F17] with a specific substitution pattern was reported. Variable temperature NMR spectroscopic investigations revealed dynamic behavior which was analyzed by line shape anal. The activation parameters of these dynamic processes were determined For a tetrasubstituted compound it was possible to observe through space scalar coupling. The packing motifs were elucidated by X-ray crystallog., showing that the substitution pattern as well as the size of substituents strongly influence intermol. π-stacking. The reduction potentials of the perfluoroalkylated compounds were determined by cyclic voltammetry.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Iridium-Catalyzed C-H Borylation of Heteroarenes: Scope, Regioselectivity, Application to Late-Stage Functionalization, and Mechanism, Author is Larsen, Matthew A.; Hartwig, John F., which mentions a compound: 1300746-79-5, SMILESS is F[C-](F)([Cu+]1[N]2=C3C4=[N]1C=CC=C4C=CC3=CC=C2)F, Molecular C13H8CuF3N2, HPLC of Formula: 1300746-79-5.

A study on the iridium-catalyzed C-H borylation of heteroarenes is reported. Several heteroarenes containing multiple heteroatoms were amenable to C-H borylation catalyzed by the combination of an iridium(I) precursor and tetramethylphenanthroline. The investigations of the scope of the reaction led to the development of powerful rules for predicting the regioselectivity of borylation, foremost of which is that borylation occurs distal to nitrogen atoms. One-pot functionalizations are reported of the heteroaryl boronate esters formed in situ, demonstrating the usefulness of the reported methodol. for the synthesis of complex heteroaryl structures. Application of this methodol. to the synthesis and late-stage functionalization of biol. active compounds is also demonstrated. Mechanistic studies show that basic heteroarenes can bind to the catalyst and alter the resting state from the olefin-bound complex observed during arene borylation to a species containing a bound heteroarene, leading to catalyst deactivation. Studies on the origins of the observed regioselectivity show that borylation occurs distal to N-H bonds due to rapid N-H borylation, creating an unfavorable steric environment for borylation adjacent to these bonds. Computational studies and mechanistic studies show that the lack of observable borylation of C-H bonds adjacent to basic nitrogen is not the result of coordination to a bulky Lewis acid prior to C-H activation, but the combination of a higher-energy pathway for the borylation of these bonds relative to other C-H bonds and the instability of the products formed from borylation adjacent to basic nitrogen.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I)(SMILESS: F[C-](F)([Cu+]1[N]2=C3C4=[N]1C=CC=C4C=CC3=CC=C2)F,cas:1300746-79-5) is researched.Name: Tris(triphenylphosphine)chlororhodium. The article 《Regioselective β-Trifluoromethylation of β-Silylporphyrins by Using a Trifluoromethyl Copper Complex》 in relation to this compound, is published in European Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:1300746-79-5).

The authors developed a method for the regioselective β-trifluoromethylation of β-silylated Zn(II) porphyrins by using a phenanthroline and triphenylphosphine-ligated trifluoromethyl-copper complex [(phen)(Ph3P)CuCF3]. The regioselective porphyrin trifluoromethylation, which occurs under mild conditions, exhibits excellent substrate generality and functional group compatibility.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Zhang, Hao-Ran; Xiao, Chang; Zhang, Song-Lin; Zhang, Xiaoming researched the compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I)( cas:1300746-79-5 ).Application of 1300746-79-5.They published the article 《Radical C-H Bond Trifluoromethylation of Alkenes by High-Valent Copper(III) Trifluoromethyl Compounds》 about this compound( cas:1300746-79-5 ) in Advanced Synthesis & Catalysis. Keywords: diarylalkene copper trifluoromethyl complex trifluoromethylation; alkene trifluoromethyl preparation. We’ll tell you more about this compound (cas:1300746-79-5).

A general and selective method is developed that allows direct vinylic C-H bond trifluoromethylation of 1,1-diarylalkenes 4-R1C6H5C(Ar1)=CH2 (R = H, Me, F, CN, etc.; Ar1 = Ph, 3,4-dimethylphenyl, thiophen-2-yl, etc.) and 2-methylidenetricyclo[9.4.0.0(3,8)]pentadeca-1(11),3,5,7,12,14-hexaene by a high-valent copper(III) trifluoromethyl complex, R2Cu(CF3)3 (R2 = 1,10-phenanthroline, pyridine) producing biol. active trifluoromethylated alkenes (as well as trifluoromethylated carbocyclic compounds) (E/Z)-4-R1C6H5C(Ar1)=CHCF3 and 5-(2,2,2-trifluoroethylidene)-10,11-dihydro-5H-dibenzo[a,d][7]annulene. This fundamental reactivity of Cu(III)-CF3 compounds has thus far been unknown. The presence of a tertiary amine is crucial to this reaction, acting as both a weak base and a single electron transfer (SET) promoter to abstract the vinylic hydrogen. This method starts from bulk olefins under cost-effective conditions (without the need for external noble metal photocatalyst or stoichiometric amounts of oxidant), and thus is valuable for practical and sustainable applications.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called C-H Insertion as a Key Step to Spiro-Oxetanes, Scaffolds for Drug Discovery, published in 2017, which mentions a compound: 1300746-79-5, Name is (1,10-Phenanthroline)(trifluoromethyl)copper(I), Molecular C13H8CuF3N2, Safety of (1,10-Phenanthroline)(trifluoromethyl)copper(I).

A new route to spiro-oxetanes, potential scaffolds for drug discovery, is described. The route is based on the selective 1,4-C-H insertion reactions of metallocarbenes, generated from simple carbonyl precursors in flow or batch mode, to give spiro-β-lactones that are rapidly converted into spiro-oxetanes. The three-dimensional and lead-like properties of spiro-oxetanes are illustrated by the conversion of the 1-oxa-7-azaspiro[3.5]nonane scaffold into a range of functionalized derivatives

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