Category: 401-55-8

Wang, Pingyuan published the artcileSynthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators, Application In Synthesis of 401-55-8, the publication is Journal of Medicinal Chemistry (2020), 63(10), 5159-5184, database is CAplus and MEDLINE.

EPAC plays a central role in various biol. functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, the synthesis and biochem. evaluation of a series of non-cyclic nucleotide EPAC1 activators is reported. Several potent EPAC1 binders were identified, e.g., I, which promote EPAC1 GEF activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity towards EPAC over PKA and GPCRs. Moreover, four compounds exhibited improved selectivity towards activation of EPAC1 over EPAC2 in cells. Of these, I was found to robustly inhibit IL-6-activated STAT3 and subsequent induction of the pro-inflammatory VCAM1 cell adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacol. tools for elucidation of EPAC function as well as promising drug leads for the treatment of relevant human diseases.

Journal of Medicinal 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 C19H15NO3, Application In Synthesis of 401-55-8.

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

Lv, You published the artcileDiscovery of Novel 3,4-Dichloroisothiazole-Containing Coumarins as Fungicidal Leads, Quality Control of 401-55-8, the publication is Journal of Agricultural and Food Chemistry (2021), 69(14), 4253-4262, database is CAplus and MEDLINE.

Natural products are one of the resources for discovering novel fungicidal leads. As a natural fungicide, osthole was used as a coumarin-based lead compound for the development of novel fungicides. Here, a series of 3,4-dichloroisothiazole-containing 7-hydroxycoumarins were rationally designed, synthesized, and characterized by introducing a bioactive substructure, 3,4-dichloroisothiazole, into the coumarin skeleton. In vitro bioassay indicated that compound (I) displayed good activity against Rhizoctonia solani, Physalospora piricola, Sclerotinia sclerotiorum, and Botrytis cinerea. Its median effective concentration (EC₅₀) value against each of these fungi fell between 0.88 and 2.50μg/mL, which was much lower than that of osthole against the corresponding pathogen (between 7.38 and 74.59μg/mL). In vivo screening validated that (II) exhibited 100%, 60%, and 20% efficacy against R. solani at 200, 100, and 50μg/mL, resp. RNA sequence anal. implied that growth inhibition of R. solani by II might result from potential disruptions of fungal membrane formation and intracellular metabolism Furthermore, a field experiment with cucumber plants indicated that (III) showed 62.73% and 74.03% efficacy against Pseudoperonospora cubensis (Berk. & Curt.) Rostov. at rates of 12.5 g a.i./ha and 25 g a.i./ha, resp., which showed no significant difference between III and osthole at 30 g a.i./ha. Our studies suggested that III, I, and II might be used as fungicidal leads for further optimization.

Journal of Agricultural and Food 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, Quality Control of 401-55-8.

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

Cheng, Xinyi published the artcileOrganozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes, COA of Formula: C4H6BrFO2, the publication is Nature Communications (2021), 12(1), 4366, database is CAplus and MEDLINE.

A cobalt-catalyzed regioselective difluoroalkylarylation of both activated and unactivated alkenes with solid arylzinc pivalates and difluoroalkyl bromides through a cascade Csp₃-Csp₃/Csp₃-Csp₂ bond formation under mild reaction conditions. Indeed, a wide range of functional groups on difluoroalkyl bromides, olefins, 1,3-dienes as well as (hetero)arylzinc pivalates are well tolerated by the cobalt-catalyst, thus furnished three-component coupling products in good yields and with high regio- and diastereoselectivity. Kinetic experiments compared arylzinc pivalates and conventional arylzinc halides highlighted the unique reactivity of these organozinc pivalates. Mechanistic studies strongly supported that the reaction involved direct halogen atom abstraction via single electron transfer to difluoroalkyl bromides from the in-situ formed cobalt(I) species, thus realized a Co(I)/Co(II)/Co(III) catalytic cycle.

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 C4H6BrFO2, COA of Formula: C4H6BrFO2.

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

Wang, Xin-Gang published the artcileThree-Component Ruthenium-Catalyzed Direct Meta-Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes, Synthetic Route of 401-55-8, the publication is Journal of the American Chemical Society (2019), 141(35), 13914-13922, database is CAplus and MEDLINE.

Multicomponent reactions are fundamentally different from two-component reactions, as multicomponent reactions can enable the efficient and step-economical construction of complex mol. scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging meta-selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes, and internal alkenes, were employed as the coupling partners of arenes in this strategy. The detailed mechanism presented is supported by kinetic isotope studies, radical clock experiments, and d. functional theory calculations Moreover, this strategy provided access to various fluoride-containing bioactive 1,1-diarylalkanes and other challenging synthetically potential products.

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 C7H6Cl2, Synthetic Route of 401-55-8.

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

Wang, Xin-Gang published the artcileRuthenium(II)-catalyzed selective C-H difluoroalkylation of aniline derivatives with pyrimidyl auxiliaries, Application In Synthesis of 401-55-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(68), 9541-9544, database is CAplus and MEDLINE.

A ruthenium-catalyzed alternative para- and meta-difluoroalkylation of anilines is herein reported. The reaction tolerates a broad range of aniline derivatives and provides a convenient approach for accessing the corresponding para/meta-selective difluoroalkylated products. Mechanism studies demonstrated that the initial C_Ar-H and N-H cycloruthenation is the pivotal step in achieving remote C-H difluoroacetylation.

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 C12H10O4S, Application In Synthesis of 401-55-8.

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

Zhao, Binlin published the artcileAn Olefinic 1,2-Boryl-Migration Enabled by Radical Addition: Construction of gem-Bis(boryl)alkanes, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2019), 58(28), 9448-9452, database is CAplus and MEDLINE.

A series of in situ formed alkenyl diboronate complexes from alkenyl Grignard reagents (com. available or prepared from alkenyl bromides and Mg) with B₂Pin₂ (bis(pinacolato)diboron) react with diverse alkyl halides by a Ru photocatalyst to give various gem-bis(boryl)alkanes. Alkyl radicals add efficiently to the alkenyl diboronate complexes, and the adduct radical anions undergo radical-polar crossover, specifically, a 1,2-boryl-anion shift from boron to the α-carbon sp² center. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage functionalization in complex compounds Measurements of the quantum yield reveal that a radical-chain mechanism is operative in which the alkenyl diboronates acts as reductive quencher for the excited state of the photocatalyst.

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 C11H22N2O4, Recommanded Product: Ethylbromofluoroacetate.

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

Beniazza, Redouane published the artcileFree-Radical Carbo-Alkenylation of Olefins: Scope, Limitations and Mechanistic Insights, Quality Control of 401-55-8, the publication is Chemistry – A European Journal (2017), 23(10), 2439-2447, database is CAplus and MEDLINE.

The three-component free-radical carbo-alkenylation of electron-rich olefins has been studied, varying the substitution pattern in the alkene, in the radical precursor and in the final acceptor. New vinylsulfones were also prepared and their reactivity investigated. The scope and limitations of the process was established, and the reaction mechanism clarified using selected dienes as radical clocks. It was thus recognized that the reversible addition onto the olefin of the released sulfonyl group is an important event, which should not be overlooked when using such multicomponent carbo-alkenylation reactions.

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, Quality Control of 401-55-8.

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

Li, Zhong-Yuan published the artcileRuthenium-Catalyzed meta-Selective C-H Mono- and Difluoromethylation of Arenes through ortho-Metalation Strategy, Application of Ethylbromofluoroacetate, the publication is Chemistry – A European Journal (2017), 23(14), 3285-3290, database is CAplus and MEDLINE.

The first example for the ruthenium-catalyzed ligand-directed meta-selective C-H mono- and difluoromethylation is developed, affording a variety of new meta-mono- and difluoromethylated 2-phenylpyridines, 2-phenylpyrimidines, and 1-phenylpyrazoles in moderate-to-good yields. This new transformation exhibits broad substrate scope, good functional group tolerance, and high efficiency, and offers a practical approach to synthesize mono- and difluoromethylated arenes. Mechanistic studies indicate that a reaction pathway involving palladium-initiated radical species is involved in the catalytic cycle. The new dual catalytic system consisting of compatible ruthenium(II) and palladium(0) complexes enables the key processes of C-H activation and mono-/difluoromethyl-radical formation to occur and achieves the meta-selective functionalization efficiently. In addition, the present protocol can also be extended to non-fluoromethylation.

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, Application of Ethylbromofluoroacetate.

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

Zhang, Pengbo published the artcileCopper and Photocatalytic Radical Relay Enabling Fluoroalkylphosphorothiolation of Alkenes: Modular Synthesis of Fluorine-Containing S-Alkyl Phosphorothioates and Phosphorodithioates, COA of Formula: C4H6BrFO2, the publication is Organic Letters (2021), 23(23), 9267-9272, database is CAplus and MEDLINE.

A photoredox and copper-catalyzed fluoroalkylphosphorothiolation of activated and unactivated alkenes via a radical relay mechanism is reported. By employing fluoroalkyl halides as radical precursors and P(O)SH or P(S)SH compounds as coupling partners, a wide range of β-monofluoroalkyl-, -difluoroalkyl-, -trifluoromethyl-, or -perfluoroalkyl-substituted S-alkyl phosphorothioates and phosphorodithioates can be easily constructed under mild conditions with good functional group tolerance. Furthermore, this modular reaction system can be successfully applied to late-stage functionalization of bioactive mols.

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 C8H5F3O2S, COA of Formula: C4H6BrFO2.

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

Zhang, Zhong published the artcileVisible-Light-Promoted Oxy-Difluoroalkylation Of Aryl Alkynes For The Synthesis Of β-Fluoroenones And α-Difluoroalkyl Ketones, Synthetic Route of 401-55-8, the publication is Advanced Synthesis & Catalysis (2021), 363(13), 3348-3353, database is CAplus.

A method for regio-, stereoselective synthesis of (E)-β-fluoroenones I [R = H, Et, nPr; R¹ = CO₂Et, C(O)NEt₂, P(O)(OEt)₂, pyrrolidin-1-yl; Ar = Ph, 4-MeC₆H₄, 4-BrC₆H₄, etc.] was synthesized via visible light irradiated oxy-difluoroalkylation of alkynes using di-fluoroacetates and water as oxygen source, potassium carbonate as base. Also, α-difluoroalkyl ketones II [Ar¹ = Ph, 2-thienyl, 4-ClC₆H₄, etc.; R² = Me, Et, nPr, etc.] were obtained using phenylpyridine as base under same reaction conditions. These transformations featured mild condition, wide functional tolerance and step economy. The large-scale transformations and further derivatization showed its potential application in organic synthesis.

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 0, Synthetic Route of 401-55-8.

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