Category: 401-78-5

Kudisch, Max; Lim, Chern-Hooi; Thordarson, Pall; Miyake, Garret M. published the artcile< Energy Transfer to Ni-Amine Complexes in Dual Catalytic, Light-Driven C-N Cross-Coupling Reactions>, Safety of 3-Bromobenzotrifluoride, the main research area is energy transfer cross coupling reaction photocatalyst.

Dual catalytic light-driven cross-coupling methodologies utilizing a Ni(II) salt with a photocatalyst (PC) have emerged as promising methodologies to forge aryl C-N bonds under mild conditions. The recent discovery that the PC can be omitted and the Ni(II) complex directly photoexcited suggests that the PC may perform energy transfer (EnT) to the Ni(II) complex, a mechanistic possibility that has recently been proposed in other systems across dual Ni photocatalysis. Here, we report the first studies in this field capable of distinguishing EnT from electron transfer (ET), and the results are consistent with Förster-type EnT from the excited state [Ru(bpy)3]Cl2 PC to Ni-amine complexes. The structure and speciation of Ni-amine complexes that are the proposed EnT acceptors were elucidated by crystallog. and spectroscopic binding studies. With the acceptors known, quant. Förster theory was utilized to predict the ratio of quenching rate constants upon changing the PC, enabling selection of an organic phenoxazine PC that proved to be more effective in catalyzing C-N cross-coupling reactions with a diverse selection of amines and aryl halides.

Journal of the American Chemical Society published new progress about C-N bond. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Safety of 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Benzai, Amal; Shi, Xinzhe; Derridj, Fazia; Roisnel, Thierry; Doucet, Henri; Soule, Jean-Francois published the artcile< Late-Stage Diversification of Imidazole-Based Pharmaceuticals through Pd-Catalyzed Regioselective C-H Bond Arylations>, Category: bromides-buliding-blocks, the main research area is imidazole regioselective arylation aryl bromide palladium catalyst; Bifonazole regioselective arylation aryl bromide palladium catalyst; Climbazole regioselective arylation aryl bromide palladium catalyst; Ketoconazole regioselective arylation aryl bromide palladium catalyst.

Palladium-catalyzed C-H bond arylation of imidazoles has been applied to pharmaceuticals such as Bifonazole, Climbazole, and Ketoconazole. In the presence of phosphine-free Pd(OAc)2 catalyst, aryl bromides are efficiently coupled at the C5-position of the imidazole units, which are widely decorated. Under these conditions, only the C-H bond arylation reaction occurred without affecting the integrity of chem. structure of the imidazole-based pharmaceuticals. Moreover, with Bifonazole, Pd-catalyzed C-H bond diarylation at the C2- and C5-positions of imidazole unit has also been performed.

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, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Guo, Jiabao; Zhao, Yizhuo; Wang, Peng; Song, Yang; Shao, Yifei; Zhu, Li; Yao, Xiaoquan published the artcile< Copper loaded nitrogen-rich mesoporous carbon nitride as a highly efficient photocatalyst for selective oxidative cleavage of C(sp3)-C(sp3) bonds at room temperature under visible light>, Electric Literature of 401-78-5, the main research area is amide preparation green chem; amine photocatalytic oxidative cleavage copper mesoporous carbon nitride nanocatalyst.

Herein, a novel copper loaded nitrogen-rich mesoporous carbon nitride material was designed and synthesized, and utilized as a highly efficient photocatalyst for the inert C-C bond cleavage of amines such as N-phenylmorpholine, 1,4-diphenylpiperazine, tributylamine, etc. under blue light irradiation With oxygen as a benign oxidant, good to excellent yields were achieved for various functionalized amines at room temperature, even including sluggish aliphatic amines. The method may provide a cost-effective and environmentally friendly alternative for the direct oxidative cleavage of amines.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about Aromatic amides Role: SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Electric Literature of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kanai, Yuki; Mueller-Borges, Dorian; Plenio, Herbert published the artcile< The Regioselective Arylation of 1,3-Benzodioxoles>, Application In Synthesis of 401-78-5, the main research area is aryl benzodioxole preparation regioselective; benzodioxole aryl bromide arylation palladium catalyst.

The direct arylation of 1,3-benzodioxole and 2,2-difluorobenzo[1,3]dioxole with different aryl bromides RBr (R = 4-methylphenyl, naphthalen-1-yl, 9,9-diethyl-9H-fluoren-2-yl, etc.) yields the resp. 4-substitued products I (R1 = H, F) in yields of >80% requiring between 0.05-1 mol% Na2PdCl4, 30 mol% pivalic acid, 1.3 equivalents K2CO3 and ca. 250 equivalents of diethylacetamide per Pd at T = 120°C. The nature of the amide and the concentration of the reactants are crucial for the optimization of the reaction conditions. The primary role of the acetamide is that of a ligand to Pd, it is not needed as a solvent.

Advanced Synthesis & Catalysis 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, Application In Synthesis of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Djukanovic, Dimitrije; Heinz, Benjamin; Mandrelli, Francesca; Mostarda, Serena; Filipponi, Paolo; Martin, Benjamin; Knochel, Paul published the artcile< Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene>, Reference of 401-78-5, the main research area is acylation aromatic amide urea aryllithium preparation aryl diaryl ketone; aryl ketone functionalized unsym preparation acylation aryllithium amide urea; flow reaction acylation aryllithium amide urea preparation ketone; acylation; amide; continuous flow; lithium; toluene.

The continuous flow reaction of various aryl or heteroaryl bromides in toluene in the presence of THF (1.0 equiv) with sec-BuLi (1.1 equiv) provided at 25° within 40 s the corresponding aryllithiums which were acylated with various functionalized N,N-dimethylamides including easily enolizable amides at -20° within 27 s, producing highly functionalized ketones in 48-90% yield (36 examples). This method was well suited for the preparation of α-chiral ketones such as naproxen and ibuprofen derived ketones with 99% ee. A one-pot stepwise bis-addition of two different lithium organometallics to 1,1,3,3-tetramethylurea (TMU) provided unsym. ketones in 69-79% yield (9 examples).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gozdalik, Jan T.; Marek, Paulina H.; Madura, Izabela D.; Gierczyk, Blazej; Popenda, Lukasz; Schroeder, Grzegorz; Adamczyk-Wozniak, Agnieszka; Sporzynski, Andrzej published the artcile< Structures and properties of trifluoromethylphenylboronic acids>, Name: 3-Bromobenzotrifluoride, the main research area is trifluoromethylphenylboronic acid hydrogen bond energy crystal structure UV spectra.

Three isomers of trifluoromethylphenylboronic acids were synthesized and characterized by 1H, 13C, 11B and 19F NMR. The investigated compounds exhibit high resistance to protodeboronation reaction. Mol. and crystal structure of these compounds was determined by single crystal XRD method. The compounds form typical hydrogen-bonded dimers with the syn-anti conformation. CF3 substituent does not interact with boronic moiety neither as hydrogen bond acceptor nor a lone-electron pair donor. pKa values of the isomers have been determined by spectrophotometric and potentiometric method. Introduction of the CF3 group increases the acidity for meta and para isomers in comparison to the phenylboronic acid, while for the ortho isomer the acidity is reduced due to the steric hindrance.

Journal of Molecular Structure published new progress about Acidity. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Name: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Miao, Shi-Xing; Wan, Lin-Xi; He, Zhen-Xiang; Zhou, Xian-Li; Li, Xiaohuan; Gao, Feng published the artcile< Pd-Catalyzed Direct Diversification of Natural Anti-Alzheimer's Disease Drug: Synthesis and Biological Evaluation of N-Aryl Huperzine A Analogues>, Computed Properties of 401-78-5, the main research area is aryl huperzine preparation anti Alzheimer activity acetylcholinesterase SAR chemoselective; huperzine aryl bromide Buchwald Hartwig coupling palladium catalyst.

The first systematic direct diversification of a complex natural product by metal-catalyzed N-H functionalization was carried out. A new series of N-(hetero)aryl analogs I (Ar = Ph, 2-naphthyl, 4-methylpyridin-2-yl, etc.) of the natural anti-Alzheimer’s disease drug huperzine A (HPA) was prepared via palladium-catalyzed Buchwald-Hartwig cross-coupling reactions of HPA with various aryl bromides ArBr in good yields. Most of the N-aryl-huperzine A (N-aryl-HPA) analogs showed good acetylcholinesterase (AChE) inhibitory activity in in vitro experiments Three arylated huperzine A analogs I (Ar = 4-FC6H4, 4-methoxy-2,6-dimethylphenyl, 5-methoxypyridin-2-yl) exhibited stronger anti-AChE activity than HPA. The 5-methoxy-2-pyridyl analog I (Ar = 5-methoxypyridin-2-yl) displayed the most potent AChE inhibition activity, with an IC50 value of 1.5μM, which was 7.6-fold more active than HPA. Compound I (Ar = 5-methoxypyridin-2-yl) also exhibited better neuroprotective activity for H2O2-induced damage in SH-SY5Y cells than HPA. Structure-activity relationship anal. suggested that the electron d. of the installed aromatic ring or heteroaromatic ring played a significant role in inducing the AChE inhibition activity. Overall, compound I (Ar = 5-methoxypyridin-2-yl) showed the advantages of easy synthesis, high potency and selectivity, and improved neuroprotection, making it a potential huperzine-type lead compound for Alzheimer’s disease drug development.

Journal of Natural Products published new progress about Alzheimer disease. 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

Li, Xuejing; Deng, Xingwang; Coyne, Anthony G.; Srinivasan, Rajavel published the artcile< meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C-H Borylation>, Related Products of 401-78-5, the main research area is meta nitroarene regioselective preparation; arene borylation nitration tandem iridium catalyst copper; C−H borylation; copper catalysis; nitration; nitro(hetero)arenes; one-pot reactions.

The meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C-H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes RNO2 [R = 4,5-di-ClC6H3, 3,4-di-BrC6H3, 5-Cl-3-pyridyl, etc.] in a one-pot fashion was reported. The reaction tolerated a wide array of ortho/para-directing groups, such as -F, -Cl, -Br, -CH3, -Et, -iPr -OCH3 and -OCF3. It also provided regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives The application of this method was demonstrated in the late-stage modification of complex mols. and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, showed that the nitro product obtained by this strategy could also be directly converted to the aniline or hindered amine through Baran’s amination protocol.

Chemistry – A European Journal published new progress about Aromatic compounds 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

Zhou, Haiping; Jiang, Junhao; Lu, Jinyu; Ran, Dongzhi; Gan, Zongjie published the artcile< Synthesis and biological evaluation of novel 2,4-dianilinopyrimidine derivatives as potent dual janus kinase 2 and histone deacetylases inhibitors>, Product Details of C7H4BrF3, the main research area is dianilinopyrimidine preparation janus kinase histone deacetylase inhibitor antitumor docking; tert butyl chloro pyrimidinyl amino benzenesulfonamide preparation; phenyl bromide chloro pyrimidinyl amine Buchwald Hartwig.

Herein, a novel series of 2,4-dianilinopyrimidine derivatives, I [R1 = 3-SO2NHC(CH3)3, 3-F, 3-SO2NHCH(CH3)2, etc.; R2 = H, Me; n = 0, 3, 5, 6] was presented which could simultaneously inhibit JAK2 and HDAC1. Among which, I [R1 = 3-OMe, R2 = Me, n = 6] was found to be the most potent compound and displayed balanced inhibitory activity against HDAC1 (IC50 = 1.9 nM) and JAK2 (IC50 = 0.5 nM), resp. [R1 = 3-OMe, R2 = Me, n = 6] also demonstrated good antiproliferative activity against tested cancer cell lines (A549, HepG-2, MDA-MB-231 and Jurkat). Moreover, flow cytometric anal. showed that I [R1 = 3-OMe, R2 = Me, n = 6] induced apoptosis and cell cycle arrest in a dose-dependent manner, and the insight into mechanisms of I [R1 = 3-OMe, R2 = Me, n = 6] indicated that it could decrease the phosphorylation of STAT-3 and promote histone acetylation. In conclusion, these results together suggested that I [R1 = 3-OMe, R2 = Me, n = 6] would be a promising lead candidate and deserved further research and development.

Journal of Molecular Structure published new progress about Antiproliferative agents. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Product Details of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Moschona, Fotini; Misirlaki, Christina; Karadimas, Nikolaos; Koutiva, Maria; Savvopoulou, Ioanna; Rassias, Gerasimos published the artcile< Organocatalytic Asymmetric Halocyclization of Allylic Amides to Chiral Oxazolines Using DTBM-SEGPHOS-Mechanistic Implications from Hammett Plots>, Name: 3-Bromobenzotrifluoride, the main research area is oxazoline preparation enantioselective regioselective; allylic amide chlorocyclization chiral diphosphine organocatalyst.

The intramol. halocyclization of alkenes possessing an internal heteroatom nucleophile leads to multifunctional heterocycles which are useful versatile intermediates in organic synthesis. The asym. chlorocyclization of 2-substituted allylic amides ArC(O)NHCH2C(=CH2)R (R = Ph, 4-FC6H4, pyridin-3-yl, naphthalen-1-yl, etc.; Ar = Ph, 4-MeOC6H4, 4-MeC6H4, etc.) gives access to chiral oxazolines I (X = Cl) bearing a chloromethyl moiety for further synthetic manipulation. The literature reports on this transformation involve complex syntheses of the 2-substituted allylic amides and cryogenic temperatures for achieving high enantioselectivities in the organocatalyzed halocyclization step. Based on the Heck reaction of aryl bromides ArBr (Ar = Ph, 4-CNC6H4, pyridin-3-yl, naphthalen-1-yl, etc.;) and Boc-protected allylamine or allylamine benzamides, a practical synthesis of 2-substituted allylic amides that does not require chromatog. was developed and accomplished their asym. halocyclization reaction with 24-92%ee under practical conditions (5°C, CpME) catalyzed by (S)-(+)-DTBM-SEGPHOS. In addition, using appropriately substituted substrates, Hammett plots were generated and formulated a consistent mechanism for the halocyclization reaction which involves two competing modes of formation of the haliranium intermediate whose relative kinetics are governed by the electronic properties of the substrate.

Symmetry published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Name: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary