Category: 401-55-8

Tian, Ping-ping published the artcileNucleophilic fluoroalkylation of terminal vinyl triflones with SO₂CF₃ as a removable activating group, Recommanded Product: Ethylbromofluoroacetate, the publication is Tetrahedron Letters (2019), 60(15), 1015-1018, database is CAplus.

Terminal vinyl triflones served as excellent Michael addition acceptors which readily reacted with difluoromethylene phosphabetaine and di- or mono-fluoroalkyl bromides to afford compounds containing CF₂ or CF groups. This fluoroalkylation was characterized by mild reaction conditions, ready availability of reagents and excellent functional-group tolerance.

Tetrahedron 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 C14H14, Recommanded Product: Ethylbromofluoroacetate.

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

Sap, Jeroen B. I. published the artcileSynthesis of ¹⁸F-difluoromethylarenes using arylboronic acids, ethyl bromofluoroacetate and [¹⁸F]fluoride, Application In Synthesis of 401-55-8, the publication is Chemical Science (2019), 10(11), 3237-3241, database is CAplus and MEDLINE.

Herein, the radiosynthesis of ¹⁸F-difluoromethylarenes RCHF¹⁸F (R = 4-C₂H₅, 4-OC₆H₅, 3,5-CH₃, etc.) via the assembly of three components, a boron reagent, Et bromofluoroacetate, and cyclotron-produced non-carrier added [¹⁸F]fluoride was reported. The two key steps are a copper-catalyzed cross-coupling reaction, and a Mn-mediated ¹⁸F-fluorodecarboxylation.

Chemical Science 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

Huang, David S. published the artcileSynthesis and evaluation of C2 functionalized analogs of the α-tubulin-binding natural product pironetin, HPLC of Formula: 401-55-8, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(16), 2789-2793, database is CAplus and MEDLINE.

Pironetin is an α-tubulin-binding natural product with potent antiproliferative activity against several cancer cell lines that inhibits cell division by forming a covalent adduct with α-tubulin via a Michael addition into the natural product’s α,β-unsaturated lactone. We designed and prepared analogs carrying electron-withdrawing groups at the α-position (C2) of the α,β-unsaturated lactone with the goal to generate potent and selective binding analogs. We prepared derivatives I (R = F, Me, Cl, Br, Ph) containing halogens, a Ph, and a Me group at the C2 position to evaluate the structure-activity relationship at this position. Testing of the analogs in ovarian cancer cell lines demonstrated 100-1000-fold decreased antiproliferative activity.

Bioorganic & Medicinal Chemistry 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 C4H6BrFO2, HPLC of Formula: 401-55-8.

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

Sun, Xiaoyang published the artcileHalogen-bond-promoted radical isocyanide insertion of o-diisocyanoarenes with perfluoroalkyl bromides under visible light irradiation, HPLC of Formula: 401-55-8, the publication is Huaxue Xuebao (2017), 75(1), 115-118, database is CAplus.

A halogen-bond-promoted double radical isocyanide insertion of o-diisocyanoarenes with perfluoroalkyl bromides was reported, in which perfluoroalkyl bromides as halogen bond donors and organic bases as halogen bond acceptors. Fluoroalkyl radicals could be generated by a visible-light-induced single electron transfer (SET) process. Fluoroalkyl radicals were trapped by o-diisocyanoarenes to give 2-fluoroalkylated quinoxaline derivatives These reactions could be carried out under mild conditions with good chem. yields and broad substrate scope. A broad range of fluoroalkyl bromides with different functionalities could undergo this reaction to give the corresponding quinoxaline derivatives in good yields. A variety of o-diisocyanides could be fluoroalkylated to give quinoxalines under our established conditions. The radical nature of this reaction was confirmed by ESR (EPR) experiments using tert-butyl-α-phenylnitrone (PBN) as a spin trap. When PBN was introduced into the reaction mixture, a spectrum signal attributed to the spin adduct C₈F₁₇-PBN appeared as a triplet of doublets. Without light and amine, almost no signal was observed These phenomena strongly suggested that the perfluoroalkyl radical was the key intermediate and the generation of the intermediate heavily relied on the presence of light and amine. A series of deuteration experiments were performed and these results suggested that both the amine and solvent could serve as the hydrogen source and solvent was the major source.

Huaxue Xuebao 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 C20H12N2O2, HPLC of Formula: 401-55-8.

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

Zou, Jian-Yu published the artcilePhotoredox-catalyzed redox-neutral difluoroalkylation to construct perfluoroketones with difluoroenoxysilanes, Name: Ethylbromofluoroacetate, the publication is Organic & Biomolecular Chemistry (2021), 19(40), 8696-8700, database is CAplus and MEDLINE.

A mild and facile approach to construct various perfluoroketones via photo-catalyzed difluoroalkylation of difluoroenoxysilanes is developed. The reaction includes a strategy of combination of two fluorine-containing functional groups, which confers the reaction with characteristics like high efficiency, mild conditions, and broad scope. A variety of fluoroalkyl halides including perfluoroalkyl iodides, bromo difluoro esters and amides can be employed as radical precursors. Control experiments indicate that a single-electron transfer pathway may be involved in the reaction.

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 C16H14O6, Name: Ethylbromofluoroacetate.

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

Fumagalli, Fernando published the artcileArene-Ligand-Free Ruthenium(II/III) Manifold for meta-C-H Alkylation: Remote Purine Diversification, Computed Properties of 401-55-8, the publication is Chemistry – A European Journal (2018), 24(16), 3984-3988, database is CAplus and MEDLINE.

Meta-Selective C-H alkylations of bioactive purine derivatives were accomplished by versatile ruthenium catalysis. Thus, the arene-ligand-free complex [Ru(OAc)₂(PPh₃)₂] enabled remote C-H functionalizations with ample scope and excellent levels of chemo- and positional selectivities. Detailed exptl. and computational mechanistic studies provided strong support for a facile C-H activation within a ruthenium(II/III) manifold.

Chemistry – A European Journal 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, Computed Properties of 401-55-8.

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

Li, Zexian published the artcileRadical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2021), 60(1), 186-190, database is CAplus and MEDLINE.

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration was developed. The rearrangement reactions use fac-Ir(ppy)₃, visible light and com. available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.

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 C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

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

Zhang, Wei published the artcileCopper-Catalyzed Decarboxylative Functionalization of Conjugated β,γ-Unsaturated Carboxylic Acids, Application In Synthesis of 401-55-8, the publication is ACS Catalysis (2020), 10(22), 13179-13185, database is CAplus and MEDLINE.

Copper-catalyzed decarboxylative coupling reactions of conjugated β,γ-unsaturated carboxylic acids have been achieved for allylic amination, alkylation, sulfonylation, and phosphinoylation. This approach was effective for a broad scope of amino, alkyl, sulfonyl, and phosphinoyl radical precursors as well as various conjugated β,γ-unsaturated carboxylic acids. These reactions also feature high regioselectivity, good functional group tolerance, and simple operation procedure. Mechanistic studies show that the reaction proceeds via copper-catalyzed electrophilic addition onto an olefin followed by decarboxylation, with radical intermediates involved. These insights present a modular and powerful strategy to access versatilely functionalized allyl-containing skeletons from readily available and stable carboxylic acids.

ACS Catalysis 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 C7H13ClNNaO5S, Application In Synthesis of 401-55-8.

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

Lv, Xu-Lu published the artcileRapid Synthesis of γ-Arylated Carbonyls Enabled by the Merge of Copper- and Photocatalytic Radical Relay Alkylarylation of Alkenes, SDS of cas: 401-55-8, the publication is Organic Letters (2019), 21(1), 56-59, database is CAplus and MEDLINE.

The development of mild and practical methods for the γ-arylation of carbonyl compounds is an ongoing challenge in organic synthesis. The first formal γ-arylation of carbonyl compounds via radical relay cross-coupling of α-bromocarbonyl precursors with boronic acids in the presence of alkenes is reported. This directing-group-free protocol allows for the rapid and straightforward access to a wide range of γ-arylated esters, ketones, and amides under ambient conditions with excellent functional group tolerance.

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 C4H6BrFO2, SDS of cas: 401-55-8.

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

Yu, Jiajia published the artcileDistal Functional Group Migration for Visible-light Induced Carbo-difluoroalkylation/monofluoroalkylation of Unactivated Alkenes, COA of Formula: C4H6BrFO2, the publication is Advanced Synthesis & Catalysis (2018), 360(4), 744-750, database is CAplus.

A general and practical protocol for elusive carbo-difluoroalkylation/monofluoroalkylation of unactivated alkenes HOCR¹R²(CH₂)₂CH:CH₂ (R¹ = n-pentyl, 2-thienyl, Ph, etc.; R² = CHO, 2-benzothiazolyl, PhCC, etc.) with fluoroalkyl bromides R³R⁴CFBr (R³ = EtO₂C, R⁴ = H, F; R³ = Br, PhSO₂, morpholin-4-ylcarbonyl, R⁴ = F) based on the distal functional group migration is described. A portfolio of functional groups including heteroaryl, imino, formyl, and alkynyl groups showcase the migratory aptitude. In combination with visible-light photocatalysis, a broad range of di- and mono-fluorinated alkyl ketones R¹C(O)(CH₂)₂CHR²CH₂CFR³R⁴ were readily obtained in synthetically useful yields under mild reaction conditions.

Advanced Synthesis & Catalysis 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 C11H14O4, COA of Formula: C4H6BrFO2.

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