Category: 401-55-8

Wan, Yimei published the artcilePhotocatalytic 1,1-Hydrofluoroalkylation of Alkynes with a Concurrent Vicinal Acylation: An Access to Fluoroalkylated Cyclic Ketones, Category: bromides-buliding-blocks, the publication is Organic Letters (2019), 21(11), 4187-4191, database is CAplus and MEDLINE.

A visible-light-induced 1,1-hydrofluoroalkylation of alkynes with a concomitant vicinal acylation is developed using THF (THF) as the hydrogen atom source. Various fluoroalkylated cyclic ketones, such as indanones, chroman-4-ones, 2,3-dihydroquinolin-4(1H)-ones, and 3,4-dihydronaphthalen-1(2H)-ones, can be efficiently synthesized with excellent trans-diastereoselectivity. The reaction represents the first example of 1,1-hydrofluoroalkylation of alkynes, thus providing a novel method for the construction of fluoroalkanes.

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C19H21N3O3S, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Silvi, Mattia published the artcileMerging Photoredox with 1,2-Metallate Rearrangements: The Photochemical Alkylation of Vinyl Boronate Complexes, COA of Formula: C4H6BrFO2, the publication is Journal of the American Chemical Society (2017), 139(16), 5736-5739, database is CAplus and MEDLINE.

Vinyl boronates react with electron-deficient alkyl iodides in the presence of visible light to give boronic esters in which two new C-C bonds were created. The reaction occurs by radical addition of an electron-deficient alkyl radical to the vinyl boronate followed by electron transfer with another mol. of alkyl iodide, continuing the chain, and triggering a 1,2-metalate rearrangement. In a number of cases, the use of a photoredox catalyst enhances yields significantly. The scope of the radical precursor includes α-iodo ketones, esters, nitriles, primary amides, α-fluorinated halo-acetates and perfluoroalkyl iodides.

Journal of the American Chemical Society published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C10H16Br3N, COA of Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Hu, Zhaoming published the artcileCobalt-Catalyzed Addition of Ethyl Bromofluoroacetate to Alkynes, Application In Synthesis of 401-55-8, the publication is ChemistrySelect (2021), 6(43), 12276-12279, database is CAplus.

A cobalt-catalyzed oxidative monofluoroalkylation of alkynes with Et bromofluoroacetate was reported. This method enabled direct and facile access to Et bromomonofluoroallyl acetate EtOC(O)CCHFR₁C=CBrR² [R¹ = H, Me, n-Pr, n-Bu, Ph; R² = n-Pr, Ph, 3-pyridyl, etc.] from abundant alkynes with excellent functional group compatibility. Moreover, this cobalt/ethyl bromofluoroacetate protocol could further create a series of radical monofluoroalkylation reactions of a wide array of substrates, offering a generic and complementary platform for the construction of diversified C-CFHCOOEt bonds.

ChemistrySelect published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Application In Synthesis of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gualandi, Andrea published the artcileApplication of coumarin dyes for organic photoredox catalysis, Related Products of bromides-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(72), 10044-10047, database is CAplus and MEDLINE.

Here we report the application of readily prepared and available coumarin dyes for photoredox catalysis, which are able to mimic powerful reductant [Ir(III)] complexes. Coumarin derivatives I and II, (9 and 10 , resp.), were employed as photoreductants in pinacol coupling and in other reactions, in the presence of Et₃N as a sacrificial reducing agent. As the electronic, photophys., and steric properties of coumarins could be varied, a wide applicability to several classes of photoredox reactions is predicted.

Chemical Communications (Cambridge, United Kingdom) published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ellipilli, Satheesh published the artcileFluorinated peptide nucleic acids with fluoroacetyl side chain bearing 5-(F/CF₃)-uracil: Synthesis and cell uptake studies, COA of Formula: C4H6BrFO2, the publication is Journal of Organic Chemistry (2016), 81(15), 6364-6373, database is CAplus and MEDLINE.

Fluorine incorporation into organic mols. imparts favorable physicochem. properties such as lipophilicity, solubility and metabolic stability necessary for drug action. Toward such applications using peptide nucleic acids (PNA), we herein report the chem. synthesis of fluorinated PNA monomers and biophys. studies of derived PNA oligomers containing fluorine in in the acetyl side chain (-CHF-CO-) bearing nucleobase uracil (5-F/5-CF3-U). The crystal structures of fluorinated racemic PNA monomers reveal interesting base pairing of enantiomers and packing arrangements directed by the chiral F substituent. Reverse phase HPLC show higher hydrophobicity of fluorinated PNA oligomers, dependent on the number and site of the fluorine substitution: fluorine on carbon adjacent to the carbonyl group induces higher lipophilicity than fluorine on nucleobase or in the backbone. The PNA oligomers containing fluorinated bases form hybrids with cDNA/RNA with slightly lower stability compared to that of unmodified aeg PNA, perhaps due to electronic effects. The uptake of fluorinated homooligomeric PNAs by HeLa cells was as facile as that of nonfluorinated PNA. In conjunction with our previous work on PNAs fluorinated in backbone and at N-terminus, it is evident that the fluorinated PNAs have potential to emerge as a new class of PNA analogs for applications in functional inhibition of RNA.

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, COA of Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Liu, Yantao published the artcileMerging Gold/Copper Catalysis and Copper/Photoredox Catalysis: An Approach to Alkyl Oxazoles from N-Propargylamides, COA of Formula: C4H6BrFO2, the publication is Journal of Organic Chemistry (2021), 86(24), 18247-18256, database is CAplus and MEDLINE.

Here, a mild and highly efficient approach to alkyl oxazoles I [R = Ph, 4-MeC₆H₄, 3-MeC₆H₄, etc.; R¹ = C₄F₉, C₆F₁₃, CCl₃, etc.] through merging gold/copper catalysis and copper/photoredox catalyzed reaction of N-propargylamides with alkyl halides was reported. Various alkyl oxazoles were synthesized in good to excellent yields with wide functional-group compatibility under blue-light irradiation Significantly, a copper catalyst played a dual role in this transformation: as a powerful cocatalyst to accelerate protodeauration of vinyl gold intermediates and improve photoredox catalysis.

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, COA of Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yuan, Chunchen published the artcileRuthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives, HPLC of Formula: 401-55-8, the publication is Nature Communications (2018), 9(1), 1-10, database is CAplus and MEDLINE.

Here the development of a ruthenium-enabled para-selective C-H difluoromethylation of anilides, indolines, and tetrahydroquinolines is described. This reaction tolerates various substituted arenes, affording para-difluoromethylation products in moderate to good yields. Results of a preliminary study of the mechanism indicate that chelation-assisted cycloruthenation might play a role in the selective activation of para-CAr-H bonds. Furthermore, this method provides a direct approach for the synthesis of fluorinated drug derivatives, which has important application for drug discovery and development.

Nature Communications published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C11H8F2, HPLC of Formula: 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yuan, Chunchen published the artcileRuthenium(II)-Catalyzed C-H Difluoromethylation of Ketoximes: Tuning the Regioselectivity from the meta to the para Position, Synthetic Route of 401-55-8, the publication is Angewandte Chemie, International Edition (2018), 57(5), 1277-1281, database is CAplus and MEDLINE.

A highly para-selective C_Ar-H difluoromethylation of ketoxime ethers under ruthenium catalysis was developed. A wide variety of ketoxime ethers are compatible with the reaction, which leads to the corresponding para-difluoromethylated products in moderate to good yield. A mechanistic study clearly showed that chelation-assisted cycloruthenation is the key factor in the para selectivity of the difluoromethylation of ketoxime ethers. D. functional theory was used to gain a theor. understanding of the para selectivity.#.

Angewandte Chemie, International Edition published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C11H8F2, Synthetic Route of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Chengwen published the artcileSynthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives via copper-catalyzed difluoroalkylation/dearomatization of N-benzylacrylamides, Related Products of bromides-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2020), 18(41), 8376-8380, database is CAplus and MEDLINE.

An efficient method for the synthesis of difluoroalkylated 2-azaspiro[4.5]decanes I [R¹ = H, 7-OMe, 7-F, etc.; R² = iPr, tBu, adamantan-1-yl; R³ = H, Me; R⁴ = EtO₂C, Et₂NCO, 1-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, 2,3-dihydro-1-indolylcarbonyl] via copper-catalyzed difluoroalkylation of N-benzylacrylamides with halo- fluoroacetate/difluoroacetate was established. The reaction experienced a tandem radical addition and dearomatizing cyclization process. In addition, the resultant products could be smoothly converted into a difluoroalkylated quinolinone and saturated spirocyclohexanone scaffold.

Organic & Biomolecular Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Lixin published the artcileSynthesis of remote fluoroalkylated alkenes by a palladium-catalyzed relay Heck-type reaction, SDS of cas: 401-55-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(65), 9384-9387, database is CAplus and MEDLINE.

Palladium-catalyzed relay Heck-type reaction of fluoroalkyl bromide and terminal alkenes was reported. The reaction involved fluoroalkylation of alkenes and migration of double bonds via a 1,5-hydrogen atom transfer strategy. Through this method, a series of remote fluoroalkylated alkenes was obtained under mild conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, SDS of cas: 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary