Tag: M.W:200-300

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 (R)-3,5-diCF3-SYNPHOS and (R)-p-CF3-SYNPHOS, Electron-Poor Diphosphines for Efficient Room Temperature Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids. Author is Berhal, Farouk; Esseiva, Olivier; Martin, Charles-Henri; Tone, Hitoshi; Genet, Jean-Pierre; Ayad, Tahar; Ratovelomanana-Vidal, Virginie.

Two new atropisomeric electron-poor chiral diphosphine ligand analogs of SYNPHOS were prepared, and their electronic properties described. These two ligands afforded high performance for the Rh-catalyzed asym. 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds at room temperature

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

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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Reference:
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

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 Production of palm-based glycol ester over solid acid catalysed esterification of lauric acid via microwave heating, published in 2020-02-15, which mentions a compound: 814-94-8, Name is Tin(II) oxalate, Molecular C2O4Sn, Application of 814-94-8.

This study involved in maximizing the conversion of lauric acid to glycol ester via esterification with diethylene glycol, aided by calcined Zn-Mg-Al catalyst in a 250-mL reactor using microwave heating. Preliminary catalytic screening involving three types of catalysts (tin (II) oxalate, Amberlyst-15 and calcined Zn-Mg-Al), resulted in the conversion of lauric acid obtained were 65.4%, 31.6% and 95.4% using tin (II) oxalate, Amberlyst-15 and calcined Zn-Mg-Al, resp. In addition, conversions obtained from the solid acid catalysts appeared to be higher than autocatalytic esterification of only 15.8%. The optimum operating condition for esterification via microwave heating was established at 190°C, 2:1.3 mol ratio of lauric acid to diethylene glycol with 5% of catalyst dosage at 90 min. Calcined Zn-Mg-Al catalyst under optimized condition gives 98.2% of lauric acid conversion. The recyclability of the catalysts in the esterification of lauric acid with diethylene glycol were also carried out. It shows that calcined Zn-Mg-Al and tin (II) oxalate both can be used for six cycles as compared to Amberlyst-15 catalyst that has lost part of its activity after the third cycle. The microwave heating remains attractive for heating catalytic esterification as it accelerates the reaction speed at shorten period of time from 8 h to 1.5 h as compared to conventional heating.

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

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 Catalytic asymmetric addition of an amine N-H bond across internal alkenes, published in 2020-12-10, which mentions a compound: 52287-51-1, mainly applied to iridium catalyzed enantioselective hydroamination internal alkene, Safety of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.

Hydroamination of alkenes, the addition of the N-H bond of an amine across an alkene, is a fundamental, yet challenging, organic transformation that creates an alkylamine from two abundant chem. feedstocks, alkenes and amines, with full atom economy. The reaction is particularly important because amines, especially chiral amines, are prevalent substructures in a wide range of natural products and drugs. Although extensive efforts have been dedicated to developing catalysts for hydroamination, the vast majority of alkenes that undergo intermol. hydroamination have been limited to conjugated, strained, or terminal alkenes; only a few examples occur by the direct addition of the N-H bond of amines across unactivated internal alkenes, including photocatalytic hydroamination, and no asym. intermol. additions to such alkenes are known. In fact, current examples of direct, enantioselective intermol. hydroamination of any type of unactivated alkene lacking a directing group occur with only moderate enantioselectivity. Here we report a cationic iridium system that catalyzes intermol. hydroamination of a range of unactivated, internal alkenes, including those in both acyclic and cyclic alkenes, to afford chiral amines with high enantioselectivity. The catalyst contains a phosphine ligand bearing trimethylsilyl-substituted aryl groups and a triflimide counteranion, and the reaction design includes 2-amino-6-methylpyridine as the amine to enhance the rates of multiple steps within the catalytic cycle while serving as an ammonia surrogate. These design principles point the way to the addition of N-H bonds of other reagents, as well as O-H and C-H bonds, across unactivated internal alkenes to streamline the synthesis of functional mols. from basic feedstocks.

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

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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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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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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,
Pyrazoles – an overview | ScienceDirect Topics

Product Details of 814-94-8. 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: Tin(II) oxalate, is researched, Molecular C2O4Sn, CAS is 814-94-8, about Template-assisted synthesis and electrochemical properties of SnO2 as a cathode catalyst support for PEMFC. Author is Chikunova, Iuliia O.; Semeykina, Victoriya S.; Kuznetsov, Aleksey N.; Kalinkin, Peter N.; Gribov, Evgueny N.; Parkhomchuk, Ekaterina V..

SnO2 is a promising material for electro- and photocatalysis sensors. In the electrocatalysis field, SnO2 is able to serve as a stable catalyst support for PEMFC cathodes. In this work, SnO2 were synthesized using SnCl4 or SnC2O4 and polystyrene microspheres as a template. The materials were characterized by XRD spectroscopy, CHNS anal., low temperature (77 K) N2 adsorption, mercury intrusion porosimetry (MIP) and SEM. The SnC2O4 decomposition resulted in obtaining SnO2 with high conductivity up to 0.275 S/cm according to impedance spectroscopy. The increase in aging time and PS loading improves SnO2 conductivity and stability. The potential cycling test in 1.0-1.5 V RHE range revealed that stability of the most stable SnO2 is higher than that of CB Ketjen Black EC-300J and comparable with that of Vulcan XC-72R. The ORR activities of Pt catalyst based on macroporous SnO2 showed values similar to those of Pt/SnO2 found in literature.

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