Category: 401-78-5

Li, Han; Sheng, Jie; Wu, Bing-Bing; Li, Yan; Wang, Xi-Sheng published the artcile< Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides>, Synthetic Route of 401-78-5, the main research area is nickel catalyzed cross coupling ethyl chlorofluoroacetate aryl bromide; aryl halides; cross-coupling; ethyl chlorofluoroacetate; monofluoroacetation; nickel.

A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent Et chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.

Chemistry – An Asian Journal published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wan, Lin-Xi; Zhen, Yong-Qi; He, Zhen-Xiang; Zhang, Yang; Zhang, Lan; Li, Xiaohuan; Gao, Feng; Zhou, Xian-Li published the artcile< Late-Stage Modification of Medicine: Pd-Catalyzed Direct Synthesis and Biological Evaluation of N-Aryltacrine Derivatives>, Application In Synthesis of 401-78-5, the main research area is tacrine aryl preparation Buchwald Hartwig cross coupling palladium catalyst; cholinesterase inhibitor aryltacrine; hepatotoxicity aryltacrine; neuroprotective aryltacrine; mol docking methoxypyridinyl tacrine acetylcholinesterase butyrylcholinesterase; blood brain barrier permeability aryltacrine.

A new series of N-aryltacrine derivatives was designed and synthesized as cholinesterase inhibitors by the late-stage modification of tacrine, using the palladium-catalyzed Buchwald-Hartwig cross-coupling reaction. In vitro inhibition assay against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) demonstrated that most of the synthesized compounds had potent AChE inhibitory activity with neg. inhibition of BuChE. Among them, N-(4-(trifluoromethyl)phenyl)-tacrine (I) and N-(4-methoxypyridin-2-yl)-tacrine (II) showed the most potent activity against AChE (IC50 values of 1.77 and 1.48μM, resp.). The anti-AChE activity of I and II was 3.5 times more than that of tacrine (IC50 value of 5.16μM). Compound II also displayed anti-BuChE activity with an IC50 value of 19.00μM. Cell-based assays against HepG2 and SH-SY5Y cell lines revealed that II had significantly lower hepatotoxicity compared to tacrine, with addnl. neuroprotective activity against H2O2-induced damage in SH-SY5Y cells. The advantages including synthetic accessibility, high potency, low toxicity, and adjunctive neuroprotective activity make compound II a new promising multifunctional candidate for the treatment of Alzheimer’s disease.

ACS Omega published new progress about Alzheimer disease. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Application In Synthesis of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Yanling; Lei, Ning; Lu, Cong; Xi, Dailin; Geng, Xinxin; Tao, Pan; Su, Zhishan; Zheng, Ke published the artcile< Construction of sterically congested oxindole derivatives via visible-light-induced radical-coupling>, Related Products of 401-78-5, the main research area is oxindole preparation antitumor photochem; alkene enyne oxindole radical coupling reaction.

A visible-light-induced modular methodol. for the synthesis of complex 3,3′-disubstituted oxindole derivatives, e.g. I, is reported. A library of valuable fluoroalkyl-containing highly sterically congested oxindole derivatives can be synthesized by a catalytic three-component radical coupling reaction under mild conditions (metal and photocatalyst free, >80 examples). This strategy shows high functional group tolerance and broad substrate compatibility. Substrates include a wide variety of terminal or non-terminal alkenes, conjugated dienes (e.g. prop-1-en-2-ylbenzene), and enynes RC(:CH2)CCR1 (R = Me, Ph, R1 = H, Ph, cyclopropyl, 3-chloropropyl), and a broad array of polyfluoroalkyl iodide and oxindoles II (R2 = 7-Cl, 5-Br, 4,6-F2, etc., R3 = Ph, 5-methylthiophen-2-yl, 6-methoxynaphthalen-1-yl, etc.), which enables modular modification of complex drug-like compounds in one chem. step. The success of solar-driven transformation, large-scale synthesis, and the late-stage functionalization of bioactive mols., as well as promising tumor-suppressing biol. activities, highlights the potential for practical applications of this strategy. Mechanistic investigations, including a series of control experiments, UV-vis spectroscopy and DFT calculations, suggest that the reaction underwent a sequential two-step radical-coupling process and the photosensitive perfluoroalkyl benzyl iodides are key intermediates in the transformation.

Chemical Science published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Related Products of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xiao, Guiying; Xie, Chaochao; Guo, Qianling; Zi, Guofu; Hou, Guohua; Huang, Yuping published the artcile< Nickel-Catalyzed Asymmetric Hydrogenation of γ-Keto Acids, Esters, and Amides to Chiral γ-Lactones and γ-Hydroxy Acid Derivatives>, Synthetic Route of 401-78-5, the main research area is lactone preparation enantioselective; keto acid hydrogenation nickel catalyst; hydroxy ester preparation enantioselective; ketoester hydrogenation nickel catalyst; hydroxyamide preparation enantioselective; ketoamide hydrogenation nickel catalyst.

A highly efficient asym. hydrogenation of a series of γ-keto acid derivatives, including γ-keto acids RC(O)CH2CH2C(O)OH (R = Me, Ph, cyclopentyl, 3,4-dimethylphenyl, etc.), esters RC(O)CH2CH2C(O)OR1 (R1 = Me, Et, t-Bu), and amides RC(O)CH2CH2C(O)NR2R3 (R2 = H, Bn, iPr; R3 = H, iPr), using a Ni-(R,R)-QuinoxP* complex as the catalyst has been developed to afford chiral γ-hydroxy acid derivatives RCH(OH)CH2CH2C(O)OR1 and RCH(OH)CH2CH2C(O)NR2R3 with excellent enantioselectivities, up to 99.9% ee. This method provides not only an economical one-pot approach for the synthesis of chiral γ-lactones I but also access to (S)-norfluoxetine, an inhibitor of neural serotonin reuptake and an essential intermediate for pharmaceutical synthesis.

Organic Letters published new progress about Amides, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Min; Yu, Xiaoqiang; Wang, Yi; Bao, Ming published the artcile< Tunable redox potential photocatalyst: aggregates of 2,3-dicyanopyrazino phenanthrene derivatives for the visible-light-induced α-allylation of amines>, Related Products of 401-78-5, the main research area is photocatalysis photoredox alpha allylation phenanthrene pi stacking.

This work highlights the tunable redox potential of 6,11-dibromo-2,3-dicyanopyrazinophenanthrene (DCPP3) aggregates, which can be formed through phys. π-π stacking interactions with other DCPP3 monomers. Electrochem. and SEM showed that the reduction potential of [DCPP3]n aggregates could be increased by decreasing their size. The size of [DCPP3]n aggregates could be regulated by controlling the concentration of DCPP3 in an organic solvent. As such, a fundamental understanding of this tunable redox potential is essential for developing new materials for photocatalytic applications. The [DCPP3]n aggregates as a visible-light photocatalyst in combination with Pd catalysts in the visible-light-induced α-allylation of amines were used. This [DCPP3]n photocatalyst exhibits excellent photo- and electrochem. properties, including a remarkable visible-light absorption, long excited-state lifetime (16.6μs), good triplet quantum yield (0.538), and high reduction potential (Ered([DCPP3]n/[DCPP3]n-) > -1.8 V vs SCE).

Journal of Organic Chemistry published new progress about Allylation. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Related Products of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lutter, Ferdinand H.; Grokenberger, Lucie; Perego, Luca Alessandro; Broggini, Diego; Lemaire, Sebastien; Wagschal, Simon; Knochel, Paul published the artcile< Regioselective functionalization of aryl azoles as powerful tool for the synthesis of pharmaceutically relevant targets>, Quality Control of 401-78-5, the main research area is phenyl trimethylsilyltriazole aryl bromide palladium catalyst regioselective Negishi coupling; aryl phenyl trimethylsilyltriazole preparation.

The metalation of 1-aryl-1H-1,2,3-triazoles and other related heterocycles with sterically hindered metal-amide bases were investigated. A room temperature and highly regioselective ortho-magnesiation of several aryl azoles using a tailored magnesium amide, TMPMgBu (TMP = 2,2,6,6-tetramethylpiperidyl) in hydrocarbon solvents followed by an efficient Pd-catalyzed arylation was reported. This scalable and selective reaction allows variation of the initial substitution pattern of the aryl ring, the nature of the azole moiety, as well as the nature of the electrophile. This versatile method can be applied to the synthesis of bioactive azole derivatives and complements existing metal-mediated ortho-functionalizations.

Nature Communications published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Quality Control of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shchegolkov, Evgeny V.; Burgart, Yanina V.; Matsneva, Daria A.; Borisevich, Sophia S.; Kadyrova, Renata A.; Orshanskaya, Iana R.; Zarubaev, Vladimir V.; Saloutin, Victor I. published the artcile< Polyfluoroalkylated antipyrines in Pd-catalyzed transformations>, Name: 3-Bromobenzotrifluoride, the main research area is aryl phenylethynyl polyfluoroalkylated antipyrine preparation antiviral; arylhalogenide arylation Suzuki Sonogashira palladium catalyst.

In the direct C-H arylation with arylhalogenides in the presence of Pd(OAc)2, trifluoromethyl-containing antipyrine reacts very slowly and incompletely owing to the low nucleophilicity of its C4 center. However, it was effective in modifying polyfluoroalkyl-substituted 4-bromo- and 4-iodo antipyrines by the Suzuki and Sonogashira reactions. It was established that using Pd2(dba)3 as catalyst and XPhos as phosphine ligand was the optimal catalytic system for the synthesis of 4-aryl- and 4-phenylethynyl-3-polyfluoroalkyl-antipyrines. Moreover, iodo-derivatives as the initial reagents were found to be more advantageous compared to bromo-containing analogs. It was found that 4-phenylethynyl-5-CF3-antipyrine has a moderate activity against the influenza virus A/Puerto Rico/8/34 (H1N1) and 4-iodo-5-CF3-antipyrine reveals a weak activity against the vaccine virus (strain Copenhagen) and bovine diarrhea virus (strain VC-1).

RSC Advances published new progress about Antiviral agents. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Name: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sivendran, Nardana; Belitz, Florian; Sowa Prendes, Daniel; Manu Martinez, Angel; Schmid, Rochus; Goossen, Lukas J. published the artcile< Photochemical Sandmeyer-type Halogenation of Arenediazonium Salts>, Computed Properties of 401-78-5, the main research area is arene diazonium tetrafluoroborate tetraalkylammonium halide photochem Sandmeyer halogenation; haloarene preparation.

Trihalide salts were found to efficiently promote photochem. dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts required to achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols was disclosed for synthetically meaningful brominations, iodinations and chlorinations of diversely functionalized derivatives

Chemistry – A European Journal published new progress about Activation entropy. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Computed Properties of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Daili, Farah; Ouarti, Abdelhakim; Pinaud, Marine; Kribii, Ibtihal; Sengmany, Stephane; Le Gall, Erwan; Leonel, Eric published the artcile< Nickel-Catalyzed Electrosynthesis of Aryl and Vinyl Phosphinates>, Synthetic Route of 401-78-5, the main research area is nickel catalyst electrochem coupling aryl vinyl bromide phosphinate; aryl vinyl phosphinate preparation.

A mild and useful nickel-catalyzed electrochem. phosphonylation of aryl and vinyl bromides is described. We show that alkyl H-phenylphosphinates can be coupled electrochem. with functionalized aryl and vinyl bromides using very simple conditions (Fe/Ni anode, bench-stable nickel pre-catalyst, undivided cell, galvanostatic electrolysis) to furnish the corresponding aryl and vinyl phosphinates in satisfactory to good yields. Couplings can also be applied to heteroaromatic bromides with some limitations like increased propensity to hydro-dehalogenation.

European Journal of Organic Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stull, Savannah M.; Mei, Liangyong; Gianetti, Thomas L. published the artcile< Red-Light-Induced N,N'-Dipropyl-1,13-dimethoxyquinacridinium-Catalyzed [3+2] Cycloaddition of Cyclopropylamines with Alkenes or Alkynes>, Formula: C7H4BrF3, the main research area is cyclopropylamine alkene dipropyl dimethoxyquinacridinium catalyst photochem diastereoselective cycloaddition; cyclopentanamine preparation; alkyne cyclopropylamine dipropyl dimethoxyquinacridinium photochem diastereoselective cycloaddition; cyclopentenamine preparation.

A red-light-mediated [3+2] annulation of cyclopropylamines with akenes or alkynes in the presence of N, N’-dipropyl-1,13-dimethoxyquinacridinium was reported. An array of cyclopentane or cyclopentene derivatives with diverse functional groups were obtained in moderate to excellent yields under mild conditions.

Synlett published new progress about [3+2] Cycloaddition reaction catalysts (stereoselective, photochem.). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Formula: C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary