Category: 5860-95-7

Yearick, Kimberly published the artcileCatalytic Enantioselective Addition of Diethylzinc to Trifluoromethyl Ketones, Synthetic Route of 5860-95-7, the publication is Organic Letters (2008), 10(17), 3915-3918, database is CAplus and MEDLINE.

A procedure for nucleophilic addition of diethylzinc to trifluoromethyl ketones was developed. The TMEDA-catalyzed method converts aromatic substrates to the corresponding 2-aryl-1,1,1-trifluorobutan-2-ols in up to 99% yield, and it is also applicable to less reactive aliphatic ketones if stoichiometric ligand amounts are employed. The first asym. variant producing tertiary alcs. with up to 61% ee when TBOX is used as catalyst is described.

Organic Letters published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C9H12O, Synthetic Route of 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Shen, Chong published the artcileCatalytic Asymmetric Umpolung Allylation/2-Aza-Cope Rearrangement for the Construction of α-Tetrasubstituted α-Trifluoromethyl Homoallylic Amines, COA of Formula: C8H4ClF3O, the publication is Organic Letters (2019), 21(17), 6940-6945, database is CAplus and MEDLINE.

A general protocol for the preparation of enantioenriched α-tetrasubstituted α-trifluoromethyl homoallylic amines (R)-F₃CCR(NH₂)CH₂CH:CHR¹ (R = Ph, 4-ClC₆H₄, 2-naphthyl, etc., R¹ = Ph, 3-MeC₆H₄, 2-thienyl, etc.) and (S)-F₃CCH(NH₂)CH₂CH:CHR² (R² = Ph, 3-MeC₆H₄, 2-furyl, 6-quinolinyl, etc.) is disclosed. Despite the significant challenge in stereoselectivity control, Ir-catalyzed asym. cascade umpolung allylation/2-aza-Cope rearrangement of trifluoromethylated fluorenone imines with allylic carbonates was realized with excellent efficiency and remarkable stereoselectivity. These were enabled by the suitable protective imino moiety and an unexpectedly exclusive E-geometrical imine of the allylation intermediate. This methodol. is also applicable to facile access to chiral α-trisubstituted α-trifluoromethyl homoallylic amines in similarly high yield and stereoselectivity.

Organic Letters published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C13H9FO2, COA of Formula: C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Golubev, A. S. published the artcileSynthesis of 3-fluoromethyl-2,1-benzisoxazoles, Related Products of chlorides-buliding-blocks, the publication is Russian Chemical Bulletin (2014), 63(10), 2264-2270, database is CAplus.

A convenient synthetic method to access hitherto unknown 3-(trifluoromethyl)- and 3-(difluoromethyl)-2,1-benzisoxazoles by a reaction of sodium azide with 1-(2-halophenyl)-2,2,2-trifluoroethanone derivatives or 1-(2-halophenyl)-2,2-difluoroethanone derivatives was developed. 3-Fluoromethyl-2,1-benzisoxazoles are versatile precursors for o-(fluoroacetyl)aniline derivatives The synthesis of the target compounds was achieved by a reaction of sodium azide with 2,2,2-trifluoro-1-(2-fluorophenyl)ethanone 1-(2-chlorophenyl)-2,2,2-trifluoroethanone 1-(2,5-dichlorophenyl)-2,2,2-trifluoroethanone, 1-(5-bromo-2-fluorophenyl)-2,2,2-trifluoroethanone, 1-(2,5-dichlorophenyl)-2,2-difluoroethanone and 1-(5-bromo-2-fluorophenyl)-2,2-difluoroethanone. The formation of [2-(azido)phenyl]alkanone derivatives was postulated which underwent a cyclization reaction. The tilte compounds thus formed included 5-bromo-3-(trifluoromethyl)-1,2-benzisoxazole and similar compounds Ring-opening products included 1-(2-aminophenyl)-2,2,2-trifluoroethanone (aniline ketone, anthranil).

Russian Chemical Bulletin published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Dice, John R. published the artcileα,β-Diphenyl-α-trifluoromethyl-2-pyridineethanol and related compounds as synthetic estrogens, Formula: C8H4ClF3O, the publication is Journal of Medicinal Chemistry (1966), 9(2), 176-8, database is CAplus and MEDLINE.

A series of substituted α,β-diphenyl-α-trifluoromethyl-β-(2-pyridine)ethanols (I), where R¹ is H, Cl, or OMe, and R² is H, Cl, Me, Ph, or OMe, and II, where R¹ is H or Me, R² is CF₃ or C₂F₅ and R³ is H, Me, Pr, or Ph, were synthesized. Many were potent estrogens.

Journal of Medicinal Chemistry published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Formula: C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ghosh, Soumen published the artcileHFIP-Assisted Single C-F Bond Activation of Trifluoromethyl Ketones using Visible-Light Photoredox Catalysis, HPLC of Formula: 5860-95-7, the publication is Angewandte Chemie, International Edition (2022), 61(9), e202115272, database is CAplus and MEDLINE.

A visible light photoredox catalytic method for the selective cleavage of single strong C-F bond in trifluoromethyl ketones was reported. Single electron reduction of trifluoromethyl ketones generates difluoromethyl radicals which was engaged in intermol. C-C bond formation with N-methyl-N-arylmethacrylamides to furnish fluorine-containing oxindole derivatives in good yields. The reaction shows excellent chemoselectivity with good functional group tolerance under mild conditions. 1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) as a solvent plays a critical role for the selective single C-F bond cleavage. High-level DFT calculations are depicted to shed light on the mechanism.

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, HPLC of Formula: 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cheng, Huicheng published the artcileHighly efficient synthesis of aryl and heteroaryl trifluoromethyl ketones via o-iodoxybenzoic acid (IBX), Product Details of C8H4ClF3O, the publication is Tetrahedron Letters (2013), 54(33), 4483-4486, database is CAplus.

A 2-step process for the synthesis of aryl and heteroaryl trifluoromethyl ketones from the corresponding aldehydes is described. Trifluoromethyl alcs. were prepared from aryl and heteroaryl aldehydes in excellent yields using catalytic amounts of K₂CO₃. The trifluoromethyl alcs. were then oxidized conveniently and efficiently by 2-iodoxybenzoic acid (IBX) under mild conditions to give the desired functionalized aryl and heteroaryl trifluoromethyl ketones.

Tetrahedron Letters published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Product Details of C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Balaraman, Kaluvu published the artcileOrganocatalytic Decarboxylative Cyanomethylation of Difluoromethyl and Trifluoromethyl Ketones, Computed Properties of 5860-95-7, the publication is Advanced Synthesis & Catalysis (2018), 360(24), 4705-4709, database is CAplus and MEDLINE.

An efficient organocatalytic method for the synthesis of difluoromethyl and trifluoromethyl substituted β-hydroxynitriles RC(OH)(CXF₂)CH₂CN (R = Ph, cyclohexyl, furan-2-yl, etc.; X = H, F) is introduced. The decarboxylative cyanomethylation of fluorinated ketones RC(O)CXF₂ with readily available cyanoacetic acid gives a variety of tertiary alcs. in high yields and without concomitant water elimination. The reaction occurs in the presence of catalytic amounts of triethylamine, and can be upscaled and applied to chlorofluoromethyl ketones and difluoromethyl ketimines.

Advanced Synthesis & Catalysis published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Computed Properties of 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fager, Diana C. published the artcileRegio- and Enantioselective Synthesis of Trifluoromethyl-Substituted Homoallylic α-Tertiary NH₂-Amines by Reactions Facilitated by a Threonine-Based Boron-Containing Catalyst, Product Details of C8H4ClF3O, the publication is Angewandte Chemie, International Edition (2020), 59(28), 11448-11455, database is CAplus and MEDLINE.

A method for catalytic regio- and enantioselective synthesis of trifluoromethyl-substituted and aryl-, heteroaryl-, alkenyl-, and alkynyl-substituted homoallylic α-tertiary NH₂-amines is introduced. Easy-to-synthesize and robust N-silyl ketimines are converted to NH-ketimines in situ, which then react with a Z-allyl boronate. Transformations are promoted by a readily accessible L-threonine-derived aminophenol-based boryl catalyst, affording the desired products in up to 91% yield, >98:2 α:γ selectivity, >98:2 Z:E selectivity, and >99:1 enantiomeric ratio. A com. available aminophenol may be used, and allyl boronates, which may contain an alkyl-, a chloro-, or a bromo-substituted Z-alkene, can either be purchased or prepared by catalytic stereoretentive cross-metathesis. In addition, Z-trisubstituted allyl boronates may be used. Various chemo-, regio-, and diastereoselective transformations of the α-tertiary homoallylic NH₂-amine products highlight the utility of the approach; this includes diastereo- and regioselective epoxide formation/trichloroacetic acid cleavage to generate differentiated diol derivatives

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Product Details of C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Xiao published the artcileVisible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines, SDS of cas: 5860-95-7, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(78), 11017-11020, database is CAplus and MEDLINE.

Using an umpolung strategy, herein the first intermol. reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a Bronsted acid catalyst upon visible-light irradiation is reported. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcs. with tri-/difluoromethyl groups in moderate to excellent yields. The com. available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

Chemical Communications (Cambridge, United Kingdom) published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C30H24BrCuN2P, SDS of cas: 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Mszar, Nicholas W. published the artcileElectronically Activated Organoboron Catalysts for Enantioselective Propargyl Addition to Trifluoromethyl Ketones, Safety of 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, the publication is Angewandte Chemie, International Edition (2017), 56(30), 8736-8741, database is CAplus and MEDLINE.

A broadly applicable, practical, scalable, efficient and highly α- and enantioselective method for addition of a silyl-protected propargyl moiety to trifluoromethyl ketones was developed. Reactions, promoted by 2.0 mol % of a catalyst that is derived in situ from a readily accessible aminophenol compound at ambient temperature, were complete after only 15 min at room temperature The desired tertiary alcs. were isolated in up to 97% yield and 98.5:1.5 enantiomeric ratio. Alkyl-, alkenyl-, alkynyl-, aryl- or heteroaryl-substituted trifluoromethyl ketones can be used. Utility is highlighted by application to a transformation that is relevant to enantioselective synthesis of BI 653048, a compound active against rheumatoid arthritis.

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Safety of 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics