Category: 52287-51-1

Formula: C8H7BrO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about SYNPHOS, a new chiral diphosphine ligand: synthesis, molecular modeling and application in asymmetric hydrogenation. Author is Duprat de Paule, Sebastien; Jeulin, Severine; Ratovelomanana-Vidal, Virginie; Genet, Jean-Pierre; Champion, Nicolas; Dellis, Philippe.

A new optically active diphosphine ligand, [2,2′,3,3′-tetrahydro[5,5′-bi-1,4-benzodioxin]-6,6′-diyl]bis[diphenylphosphine] (Synphos) (5) was prepared and used in ruthenium-catalyzed asym. hydrogenation. Phosphination of 6-bromo-2,3-dihydro-1,4-benzodioxin (2, ArBr) by BuLi/ClPPh2 gave ArPPh2, which was oxidized to phosphine oxide ArPh2PO (3). Compound 3 was ortho-lithiated by tBuLi and oxidatively coupled by action of FeCl3 to give rac-6,6′-(diphenylphosphinyl)-2,3-dihydro-5,5′-bi-1,4-benzodioxin (rac-4), which was resolved with (2R,3R)-(-)- and (2S,3S)-(+)-O,O’-dibenzoyltartaric acids, affording (S)-(-)-4 and (R)-(+)-4, resp. The resolved phosphine oxides were then reduced to pure enantiomers of compound 5. The absolute configuration of (S)-(-)-4 was determined by x-ray crystallog. of its dibenzoyltartrate complex. This new ligand was compared to other diphosphines (BINAP and MeO-BIPHEP), regarding their dihedral angles and the enantioselectivity in the ruthenium mediated hydrogenation reaction, and showed excellent enantioselectivity in hydrogenation of β-ketoesters and β-hydroxyketones.

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application In Synthesis of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes. Author is Wang, Lei; Zhang, Kenan; Wang, Yuzhuo; Li, Wenbo; Chen, Mingjie; Zhang, Junliang.

Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with up to 97% ee. The sterically bulky and electron-rich (S,Rs)-NMe-X2 ligand is responsible for the excellent reactivities and enantioselectivities. The salient features of this transformation include mild reaction conditions, general substrate scope, good functional-group tolerance, good yields, high enantioselectivities, easy scale-up, and application in the late-stage modification of bioactive compounds The obtained products can be readily transformed into useful chiral 1,3-aminoalcs.

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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 52287-51-1, is researched, SMILESS is BrC1=CC=C2OCCOC2=C1, Molecular C8H7BrO2Journal, Article, Research Support, N.I.H., Extramural, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination, Author is O’Connor, Thomas J.; Mai, Binh Khanh; Nafie, Jordan; Liu, Peng; Toste, F. Dean, the main research direction is axial chiral fluoroallene preparation; copper catalyst enantioselective fluoride elimination Josiphos ligand preparation; mol structure optimized chiral ferrocene phosphine propargyl difluoride DFT; silylation catalyst ferrocene chiral Josiphos propargylic difluoride stereoselective mechanism.Electric Literature of C8H7BrO2.

Herein we report the copper-catalyzed silylation of propargylic difluorides to generate axially chiral, tetrasubstituted monofluoroallenes in both good yields (27 examples >80%) and enantioselectivities (82-98% ee). Compared to previously reported synthetic routes to axially chiral allenes (ACAs) from prochiral substrates, a mechanistically distinct reaction has been developed: the enantiodiscrimination between enantiotopic fluorides to set an axial stereocenter. DFT calculations and vibrational CD (VCD) suggest that β-fluoride elimination from an alkenyl copper intermediate likely proceeds through a syn-β-fluoride elimination pathway rather than an anti-elimination pathway. The effects of the C1-sym. Josiphos-derived ligand on reactivity and enantioselectivity were investigated. Not only does this report showcase that alkenyl copper species (like their alkyl counterparts) can undergo β-fluoride elimination, but this elimination can be achieved in an enantioselective fashion.

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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine(SMILESS: BrC1=CC=C2OCCOC2=C1,cas:52287-51-1) is researched.Formula: C8H7BrO2. The article 《Discovery, optimization, and evaluation of non-bile acid FXR/TGR5 dual agonists》 in relation to this compound, is published in Scientific Reports. Let’s take a look at the latest research on this compound (cas:52287-51-1).

Although several potent bile acid Farnesoid X receptor (FXR) and Takeda G-protein-coupled receptor 5 (TGR5, GPBAR1) dual agonists such as INT-767 have been reported, no non-bile acid FXR/TGR5 dual agonist has been investigated to date. Therefore, we attempted to discover potent non-bile acid FXR/TGR5 dual agonists and identified some non-bile acid FXR/TGR5 dual agonists, such as isonicotinamide derivatives in vitro assay. Compound 20p was evaluated in C57BL/6J mice, that were administered a choline-deficient, L-amino acid-defined, high-fat diet (CDAHFD) consisting of 60 kcal% fat and 0.1% methionine by weight for one week. Compound 20p dose-dependently induced small heterodimer partner (SHP) mRNA and decreased cytochrome P 450 7A1 (CYP7A1) in the liver at 10 and 30 mg/kg, resp., which were used as FXR agonist markers. Compound 20p significantly increased the plasma levels of GLP-1 as a TGR5 agonist, and a high concentration of GLP-1 lowered blood glucose levels. We confirmed that compound 20p was a non-bile acid FXR/TGR5 dual agonist.

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Pyrazole – Wikipedia,
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Formula: C8H7BrO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Palladium-catalyzed benzylic C(sp3)-H carbonylative arylation of azaarylmethyl amines with aryl bromides. Author is Zhao, Haoqiang; Hu, Bowen; Xu, Lijin; Walsh, Patrick J..

A highly selective palladium-catalyzed carbonylative arylation of weakly acidic benzylic C(sp3)-H bonds of azaarylmethylamines with aryl bromides under 1 atm of CO gas has been achieved. This work represents the first examples of use of such weakly acidic pronucleophiles in this class of transformations. In the presence of a NIXANTPHOS-based palladium catalyst, this one-pot cascade process allows a range of azaarylmethylamines containing pyridyl, quinolinyl and pyrimidyl moieties and acyclic and cyclic amines to undergo efficient reactions with aryl bromides and CO to provide α-amino aryl-azaarylmethyl ketones in moderate to high yields with a broad substrate scope and good tolerance of functional groups. This reaction proceeds via in situ reversible deprotonation of the benzylic C-H bonds to give the active carbanions, thereby avoiding prefunctionalized organometallic reagents and generation of addnl. waste. Importantly, the operational simplicity, scalability and diversity of the products highlight the potential applicability of this protocol.

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Pyrazole – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Terminal Trifluoromethylation of Ketones via Selective C-C Cleavage of Cycloalkanols Enabled by Hypervalent Iodine Reagents, published in 2021-12-03, which mentions a compound: 52287-51-1, mainly applied to trifluoromethyl ketone preparation; cycloalkanol Togni reagent trifluoromethylation photoredox copper catalyst, Application of 52287-51-1.

The first terminal trifluoromethylation at aryl and alkyl ketone’s γ, δ, ε, or more remote sites via selective C-C bond cleavage of cycloalkanols was reported. The noncovalent interactions between alcs. and hypervalent iodines(III) reagents were disclosed to activate both alcs. and the Togni I reagent in the dual photoredox/copper catalysis for the transformation. This reaction was scalable to the gram-scale synthesis, applicable to the structurally complex steroid trifluoromethylation, and extendable to the pentafluoroethylation.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Novel synthesis of p-benzoquinone ethylene acetal, published in 1975, which mentions a compound: 52287-51-1, Name is 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, Molecular C8H7BrO2, Quality Control of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.

PhO(CH2)2OH (I) reacted with HgO-iodine reagent (II) in the dark to give 4-RC6H4O(CH2)2OH (III; R = I). Irradiation of III (R = I) in the presence of II gave 84% title compound (IV). In contrast, irradiation of I directly, in the presence of II, gave in addition to 34% IV, 31% III (R = I), 9-14% benzodioxins V (R = H, I), and 6% p-benzoquinone. NMR studies showed that III (R = Br, Cl) were stable to II in the dark but on irradiation gave 16% IV and 30-5% V (R = Br, Cl, resp.). The mechanism for the formation of IV involved formation of an alkoxyl radical followed by cyclization and halo-elimination.

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Electron Donor-Acceptor Complex-Initiated Photochemical Cyanation for the Preparation of α-Amino Nitriles, published in 2020-12-18, which mentions a compound: 52287-51-1, Name is 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, Molecular C8H7BrO2, Product Details of 52287-51-1.

An electron donor-acceptor complex-initiated α-cyanation of tertiary amines has been described. The reaction protocol provides a novel method to synthesize various α-amino nitriles under mild conditions. The reaction can proceed smoothly without the presence of photocatalysts and transition metal catalysts, and either oxidants are unnecessary or O2 is the only oxidant. The practicality of this method is showcased not only by the late-stage functionalization of natural alkaloid derivatives and pharmaceutical intermediate, but also by the applicability of a stop-flow microtubing reactor.

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Recommanded Product: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Ceramic boron carbonitrides for unlocking organic halides with visible light. Author is Yuan, Tao; Zheng, Meifang; Antonietti, Markus; Wang, Xinchen.

Here, boron carbonitride (BCN) ceramics were such a system and can reduce organic halides, including (het)aryl and alkyl halides, with visible light irradn was reported. Cross-coupling of halides to afford new C-H, C-C, and C-S bonds was proceeded at ambient reaction conditions. Hydrogen, (het)aryl, and sulfonyl groups were introduced into the arenes and heteroarenes at the designed positions by means of mesolytic C-X (carbon-halogen) bond cleavage in the absence of any metal-based catalysts or ligands. BCN was used not only for half reactions, like reduction reactions with a sacrificial agent, but also redox reactions through oxidative and reductive interfacial electron transfer. The BCN photocatalyst showed tolerance to different substituents and conserved activity after five recycles. The apparent metal-free system opened new opportunities for a wide range of organic catalysts using light energy and sustainable materials, which were metal-free, inexpensive and stable.

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Pyrazole – Wikipedia,
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HPLC of Formula: 52287-51-1. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Synthesis and antiinflammatory activity of some new derivatives of 6-benzoyl-1,4-benzodioxan. Author is Labanauskas, L. K.; Brukshtus, A. B.; Gaidelis, P. G.; Udrenaite, E. B.; Daukshas, V. K..

Friedel-Crafts acylation of 6-bromo-, 6-chloro- or 6-ethylbenzodioxan with substituted benzoic acid chloranhydrides in the presence of AlCl3 gave 48-93% 15 title compounds All the title compounds exhibited antiinflammatory activity. The most active compounds exceeded acetylsalicylic acid in activity and approached ibuprofen, while being markedly less toxic than the latter reference drug.

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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics