Month: October 2022

Majhi, Jadab; Zhou, Bohang; Zhuang, Yuxin; Tom, Mai-Jan; Dai, Huifang; Evans, P. Andrew published the artcile< Palladium-Catalyzed Cross-Coupling of Cyanohydrins with Aryl Bromides: Construction of Biaryl Ketones>, Name: 3-Bromo-5-methylbenzaldehyde, the main research area is biaryl ketone preparation; cyanohydrin aryl bromide coupling palladium catalyst.

The palladium-catalyzed cross-coupling of the lithium anion of aryl tert-butyldimethylsilyl-protected cyanohydrins Ar1CH(CN)OTBS (Ar1 = C6H5, 4-FC6H4, 3-CH3OC6H4, etc.) with aryl bromides Ar2Br (Ar2 = Ph, 2-cyano-3-methylphenyl, 3-fluoro-4-methoxyphenyl, etc.) followed by in situdeprotection with fluoride ion provides a convenient and versatile approach to biaryl ketones Ar1C(O)Ar2. This protocol represents the first example of a palladium-catalyzed arylation of a cyanohydrin, which functions as an acyl anion equivalent Hence, in contrast to classical cross-coupling reactions, the pronucleophile component is incorporated in the product to permit further functionalization. The synthetic utility of the new method with applications to bioactive biaryl ketones and the construction of a triaryl diketone that has been used to prepare an extended tetrathiafulvalene have been described.

Synthesis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Name: 3-Bromo-5-methylbenzaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kumar, Sonu; Sarmah, Manash P.; Reddy, Yella; Bhatt, Ashish; Kant, Ravi published the artcile< A one-step synthesis of substituted benzo- and pyridine-fused 1H-imidazoles>, Synthetic Route of 3959-07-7, the main research area is aryl benzoimidazole preparation; fluoronitrobenzene amine cyclization microwave irradiation; imidazopyridine aryl preparation; amine nitrofluoropyrdine cyclization microwave irradiation.

A one-step microwave accelerated synthesis of substituted benzo- and pyridine-fused 1H-imidazoles were described. Mechanistically, the reaction proceeded by reacting substituted 2-fluoronitrobenzene and substituted arylamine through the formation of N-hydroxy intermediate, which at higher temperature cleaved to afford the desired product. This approach achieved reductions in reaction times, higher yields, cleaner reactions than the previously described synthetic processes.

Synthetic Communications published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Synthetic Route of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shi, Ji-Long; Hao, Huimin; Lang, Xianjun published the artcile< Phenol-TiO2 complex photocatalysis: visible light-driven selective oxidation of amines into imines in air>, Product Details of C7H8BrN, the main research area is phenol titania photocatalyst amine imine oxidation air.

Strong interfacial charge-transfer (ICT) has been observed between phenol and TiO2. It was demonstrated that a single Ph-O-Ti linkage could induce ICT transitions in the visible light region. By utilizing the surface complexation of phenol with TiO2, we, herein, present a new photocatalytic protocol for the selective oxidation of amines to imines in air. Our success depended on merging the phenol-TiO2 complex photocatalyst with (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO), so called cooperative photocatalysis, which improved stability of the surface-complexed phenol under the oxidative circumstance and promoted the selective conversion of amines. With 5 mol% of TEMPO as a co-catalyst and phenol-TiO2 complex (containing 0.8 mol% of phenol) as a photocatalyst, amines could be efficiently oxidized into imines with atm. O2 under blue light-emitting diode (LED) irradiation In addition, a mechanism is proposed to explain the visible-light photocatalytic performance of the present system.

Sustainable Energy & Fuels published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

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

Henry, Sean P.; Fernandez, Thomas J.; Anand, Jessica P.; Griggs, Nicholas W.; Traynor, John R.; Mosberg, Henry I. published the artcile< Structural Simplification of a Tetrahydroquinoline-Core Peptidomimetic μ-Opioid Receptor (MOR) Agonist/δ-Opioid Receptor (DOR) Antagonist Produces Improved Metabolic Stability>, Computed Properties of 29124-57-0, the main research area is tetrahydroquinoline core peptidomimetic MOR DOR antagonist metabolic stability.

We have previously reported a series of μ-opioid receptor (MOR) agonist/δ-opioid receptor (DOR) antagonist ligands to serve as potential nonaddictive opioid analgesics. These ligands have been shown to be active in vivo, do not manifest withdrawal syndromes or reward behavior in conditioned-place preference assays in mice, and do not produce dependence. Although these attributes are promising, these analogs exhibit poor metabolic stability in mouse liver microsomes, likely due to the central tetrahydroquinoline scaffold in this series. As such, a structure-activity relationship (SAR) campaign was pursued to improve their metabolic stability. This resulted in a shift from our original bicyclic tetrahydroquinoline core to a monocyclic benzylic-core system. By eliminating one of the rings in this scaffold and exploring the SAR of this new core, two promising analogs were discovered. These analogs (5l and 5m) had potency and efficacy values at MOR better or comparable to morphine, retained their DOR-antagonist properties, and showed a 10-fold improvement in metabolic stability.

Journal of Medicinal Chemistry published new progress about Analgesia. 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, Computed Properties of 29124-57-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kalach, A. V. published the artcile< Using artificial neural networks for prediction of organic acid partition coefficients>, Reference of 603-78-1, the main research area is artificial neural network prediction organic acid partition.

Aqueous/organic phase partition coefficients of organic acids were predicted using an artificial neural network (ANN) algorithm taking benzoic acid derivatives as examples. The partition coefficients were determined by extraction of the acids from aqueous salt solutions with hydrophilic solvents (BunOH, BuiOH, and ButOH). Using the ANN approach makes it possible to obtain quant. information on the values of the title parameters.

Russian Chemical Bulletin published new progress about Algorithm. 603-78-1 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4Br2O2, Reference of 603-78-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Curtin, Michael L.; Frey, Robin R.; Heyman, H. Robin; Sarris, Kathy A.; Steinman, Douglas H.; Holmes, James H.; Bousquet, Peter F.; Cunha, George A.; Moskey, Maria D.; Ahmed, Asma A.; Pease, Lori J.; Glaser, Keith B.; Stewart, Kent D.; Davidsen, Steven K.; Michaelides, Michael R. published the artcile< Isoindolinone ureas: a novel class of KDR kinase inhibitors>, Product Details of C9H8Br2O2, the main research area is isoindolinone urea preparation KDR kinase inhibitor.

A series of substituted isoindolinone ureas was prepared and evaluated for enzymic and cellular inhibition of KDR kinase activity. Several of these analogs, such as I, are potent inhibitors of KDR both enzymically (<50 nM) and cellularly (≤100 nM). A 3D KDR/CDK2/MAP kinase overlay model with several structurally related tyrosine kinase inhibitors was used to predict the binding interactions of the isoindolinone ureas with the KDR active site. Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, Product Details of C9H8Br2O2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Abazid, Ayham H.; Clamor, Nils; Nachtsheim, Boris J. published the artcile< An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode>, Synthetic Route of 2725-82-8, the main research area is alkylarene triazolylmethyl iodoanisole catalyst enantioselective hydroxylation; benzyl alc preparation.

The application of a triazole-substituted chiral iodoarene in a direct enantioselective hydroxylation of alkyl arenes was reported. This method allows the rapid synthesis of chiral benzyl alcs. in high yields and stereocontrol, despite its nontemplated nature. In a cascade activation consisting of an initial irradiation-induced radical C-H-bromination and a consecutive enantioconvergent hydroxylation, the iodoarene catalyst has a dual role. It initiates the radical bromination in its oxidized state through an in-situ-formed bromoiodane and in the second, Cu-catalyzed step, it acts as a chiral ligand. This work demonstrates the ability of a chiral aryl iodide catalyst acting both as an oxidant and as a chiral ligand in a highly enantioselective C-H-activating transformation. Furthermore, this concept presents an enantioconvergent hydroxylation with high selectivity using a synthetic catalyst.

ACS Catalysis published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Synthetic Route of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Betori, Rick C.; May, Catherine M.; Scheidt, Karl A. published the artcile< Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations>, HPLC of Formula: 2725-82-8, the main research area is photoredox chemoenzymic benzylic hydroxylation; C−H oxidation; chemoenzymatic catalysis; chiral alcohols; ketoreductase; photoredox catalysis.

Chem. transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small mols. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcs. in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymic process for direct C-H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymic catalysis synergy and enables chemoenzymic processes for powerful and selective oxidative transformations.

Angewandte Chemie, International Edition published new progress about Biochemical reaction kinetics. 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, HPLC of Formula: 2725-82-8.

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