Category: 52287-51-1

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 Pd-Catalyzed Carbonylative α-Arylation of Aryl Bromides: Scope and Mechanistic Studies, published in 2013, which mentions a compound: 52287-51-1, mainly applied to palladium catalyzed carbonylative arylation aryl bromide; 1,3-diketones; carbonylation; palladium; reaction mechanisms; synthetic methods, Synthetic Route of C8H7BrO2.

Reaction conditions for the three-component synthesis of aryl 1,3-diketones are reported applying the palladium-catalyzed carbonylative α-arylation of ketones with aryl bromides. The optimal conditions were found by using a catalytic system derived from [Pd(dba)2] (dba = dibenzylideneacetone) as the palladium source and 1,3-bis(diphenylphosphino)propane (DPPP) as the bidentate ligand. These transformations were run in the two-chamber reactor, COware, applying only 1.5 equiv of carbon monoxide generated from the CO-releasing compound, 9-methylfluorene-9-carbonyl chloride (COgen). The methodol. proved adaptable to a wide variety of aryl and heteroaryl bromides leading to a diverse range of aryl 1,3-diketones. A mechanistic investigation of this transformation relying on 31P and 13C NMR spectroscopy was undertaken to determine the possible catalytic pathway. Our results revealed that the combination of [Pd(dba)2] and DPPP was only reactive towards 4-bromoanisole in the presence of the sodium enolate of propiophenone suggesting that a [Pd(dppp)(enolate)] anion was initially generated before the oxidative-addition step. Subsequent CO insertion into an [Pd(Ar)(dppp)(enolate)] species provided the 1,3-diketone. These results indicate that a catalytic cycle, different from the classical carbonylation mechanism proposed by Heck, is operating. To investigate the effect of the dba ligand, the Pd0 precursor, [Pd(η3-1-PhC3H4)(η5-C5H5)], was examined In the presence of DPPP, and in contrast to [Pd(dba)2], its oxidative addition with 4-bromoanisole occurred smoothly providing the [PdBr(Ar)(dppp)] complex. After treatment with CO, the acyl complex [Pd(CO)Br(Ar)(dppp)] was generated, however, its treatment with the sodium enolate led exclusively to the acylated enol in high yield. Nevertheless, the carbonylative α-arylation of 4-bromoanisole with either catalytic or stoichiometric [Pd(η3-1-PhC3H4)(η5-C5H5)] over a short reaction time, led to the 1,3-diketone product. Because none of the acylated enol was detected, this implied that a similar mechanistic pathway is operating as that observed for the same transformation with [Pd(dba)2] as the Pd source.

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Gan, Yi; Zhang, Ninghui; Huang, Shaoxu; Liu, Yuanhong published the article 《Nickel-Catalyzed Cross-Coupling of Aryl Pivalates with Cyclobutanols Involving C-O and C-C Bond Cleavage》. Keywords: aryl ketone preparation; cyclobutanol aryl pivalate cross coupling nickel catalyst.They researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Application In Synthesis of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:52287-51-1) here.

An efficient nickel-catalyzed cross-coupling of aryl pivalates with cyclobutanols is described. The use of Ni(cod)2/PCy3/base as the catalytic system enables the cleavage of inert C-O bond and C-C bond under mild conditions, thus providing a facile access to γ-arylated ketones in generally good to excellent yields. This transformation is also characterized by wide substrate scope and functional group compatibility, for example, methoxy, N,N-dimethylamino, keto, ester, fluoro and TMS groups are well-tolerated during the reaction process.

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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 Nickel-catalyzed Negishi coupling of cyclobutanone oxime esters with aryl zinc reagents, published in 2020, which mentions a compound: 52287-51-1, mainly applied to alkyl nitrile preparation; cyclobutanone oxime ester aryl zinc Negishi coupling nickel catalyst, Computed Properties of C8H7BrO2.

A nickel-catalyzed Negishi coupling of cyclobutanone oxime esters e.g., cyclobutanone O-(4-(trifluoromethyl)benzoyl)oxime with aryl zinc reagents RZnR (R = Ph, 4-methoxyphenyl, 2H-1,3-benzodioxol-5-yl, etc.) has been developed, in which nickel serves both as an initiator for imine radicals and a catalyst for the coupling of aryl zinc reagents with oxime esters. The protocol can avoid the use of poisonous cyanide and has broad substrate scope as well as good functional group compatibility. Therefore, this method provides an attractive strategy for the synthesis of valuable nitriles RCH(R1)C(R2)(R3)CH2CN (R1 = H, Me, Bn, pentyl, but-3-en-1-yl, prop-2-en-1-yl; R2 = H, Me; R3 = H, Ph, Bn, naphthalen-2-yl, etc.; R2R3 = -(CH2)10-) and trans-2-(2-(4-methoxyphenyl)cyclopent-3-en-1-yl)acetonitrile, etc. Preliminary mechanistic studies indicate that a radical pathway is involved in the product formation.

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Reference:
Pyrazole – Wikipedia,
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SDS of cas: 52287-51-1. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Ligand-Promoted Direct C-H Arylation of Simple Arenes: Evidence for a Cooperative Bimetallic Mechanism. Author is Kim, Jaewoon; Hong, Soon Hyeok.

A highly efficient catalyst for the direct C-H arylation of simple arenes was developed on the basis of a palladium-diimine complex. The developed catalyst exhibited the highest turnover number reported to date for the direct arylation of benzene due to increased stability provided by the diimine ligand. The reaction was also performed using only 2-3 equiv of simple arenes. Mechanistic studies in combination with kinetic measurements, isotope effect experiments, synthesis of possible intermediates, and stoichiometric reactions suggested that this reaction follows a cooperative bimetallic mechanism.

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Pyrazole – Wikipedia,
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Formula: C8H7BrO2. 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 Ortho-directed lithiation of 3,4-(alkylenedioxy)halobenzenes with LDA and LiTMP. The first ortho lithiation of an iodobenzene. Author is Mattson, Ronald J.; Sloan, Charles P.; Lockhart, Christopher C.; Catt, John D.; Gao, Qi; Huang, Stella.

The halo(alkylenedioxy)benzenes I (R = Br, Cl, iodo; R1 = H; X = CH2, CH2CH2, CMe2) underwent rapid regioselective ortho deprotonation upon treatment with LDA or Li-TMP and subsequent reaction with electrophiles, e.g., DMF and Me3SiCl , to give benzene derivatives, e.g., I (R1 = CHO, Me3Si; X = CH2, CH2CH2, CMe2), in 57-94% yields. The mol. structures of I (R , R1, X = Br, CHO, CH2; iodo, CHO, CH2) were confirmed by x-ray crystal structure anal.

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Duprat de Paule, Sebastien; Jeulin, Severine; Ratovelomanana-Vidal, Virginie; Genet, Jean-Pierre; Champion, Nicolas; Dellis, Philippe published the article 《Synthesis and molecular modeling studies of SYNPHOS, a new, efficient diphosphane ligand for ruthenium-catalyzed asymmetric hydrogenation》. Keywords: phosphine diphosphine atropisomeric ligand Synphos preparation asym hydrogenation; resolution diphosphine ligand asym hydrogenation ketoester ketone unsaturated ester; ruthenium asym hydrogenation Synphos ligand ketoester ketone unsaturated ester; modeling diphosphine ligand ruthenium asym hydrogenation; optimized geometry diphosphine ruthenium palladium complex substrate asym hydrogenation; absolute configuration crystallog Synphos ligand ruthenium asym hydrogenation; crystal structure Synphos chiral diphosphine ruthenium asym hydrogenation catalyst; mol structure Synphos chiral diphosphine ruthenium asym hydrogenation catalyst.They researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Computed Properties of C8H7BrO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:52287-51-1) here.

An optically active, atropisomeric diphosphine ligand Synphos was prepared, resolved, characterized, and examined in ruthenium-catalyzed asym. hydrogenation of α- and β-keto esters, functionalized ketones and unsaturated esters. This ligand was compared with other atropisomeric diphosphines (binap and MeO-BIPHEP) with respect to their dihedral angles calculated by mol. modeling and the enantioselectivity of their ruthenium-mediated hydrogenation reactions.

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Pyrazole – Wikipedia,
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Product Details of 52287-51-1. 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 Synthesis of arylpiperazines via palladium-catalyzed aromatic amination reactions of bromoarenes with N-tert-butoxycarbonylpiperazine. Author is Kerrigan, Frank; Martin, Claire; Thomas, Gerard H..

Reaction of a series of bicyclic bromoarenes with N-tert-butoxycarbonylpiperazine under palladium-catalyzed coupling conditions followed by routine removal of the Boc group with trifluoroacetic acid in dichloromethane gave the corresponding arylpiperazines in moderate to good yield.

From this literature《Synthesis of arylpiperazines via palladium-catalyzed aromatic amination reactions of bromoarenes with N-tert-butoxycarbonylpiperazine》,we know some information about this compound(52287-51-1)Product Details of 52287-51-1, but this is not all information, there are many literatures related to this compound(52287-51-1).

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wang, Wei; Bao, Zhi-Peng; Qi, Xinxin; Wu, Xiao-Feng researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Computed Properties of C8H7BrO2.They published the article 《Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes》 about this compound( cas:52287-51-1 ) in Organic Letters. Keywords: thiochromenone preparation; bromobenzenesulfonyl chloride alkyne carbonylation nickel catalyst. We’ll tell you more about this compound (cas:52287-51-1).

A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides I (R = H, Me, OMe; R1 = H, OMe; RR1 = -OCH2O-, -O(CH2)2O-) with alkynes R2CCR3 (R2 = Me, Ph, 2-thienyl, etc.; R3 = Ph, 3-thienyl, 2-naphthyl, etc.) for the synthesis of thiochromenones II has been established. The alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products II were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones II with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 52287-51-1, is researched, Molecular C8H7BrO2, about Novel Biphenyl Pyridines as Potent Small-Molecule Inhibitors Targeting the Programmed Cell Death-1/Programmed Cell Death-Ligand 1 Interaction, the main research direction is biphenyl pyridine preparation PD1 PDL1 inhibition antitumor SAR pharmacokinetics.HPLC of Formula: 52287-51-1.

The design, synthesis and in-vitro and in-vivo evaluation of a series of novel biphenyl pyridines, I [R = Ph, 3-methoxyphenyl, 1,3-benzodioxol-5-yl, etc.; R1 = H, (2-hydroxyethylamino)methyl; R2 = methoxycarbonyl, (2-hydroxyethylamino)methyl, [[(2S)-5-oxopyrrolidin-2-yl]methylamino]methyl, etc.; R3 = H, MeO] as the inhibitors of PD-1/PD-L1 was reported. Compound I [R = Ph, R1 = H, R2 = (2-hydroxyethylamino)methyl, R3 = MeO] was found to inhibit the PD-1/PD-L1 interaction with an IC50 value of 3.8 ± 0.3 nM and enhance the killing activity of tumor cells by immune cells. Compound I [R = Ph, R1 = H, R2 = (2-hydroxyethylamino)methyl, R3 = MeO] displayed great pharmacokinetics (oral bioavailability of 22%) and significant in-vivo antitumor activity in a CT26 mouse model. Flow cytometry and immunohistochem. data indicated that compound I [R = Ph, R1 = H, R2 = (2-hydroxyethylamino)methyl, R3 = MeO] activates the immune activity in tumors. These results suggest that compound I [R = Ph, R1 = H, R2 = (2-hydroxyethylamino)methyl, R3 = MeO] is a promising small-mol. inhibitor against the PD-1/PD-L1 axis and merits further development.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Visible Light-Driven α-Alkylation of N-Aryl tetrahydroisoquinolines Initiated by Electron Donor-Acceptor Complexes, the main research direction is visible light alkylation aryltetrahydroisoquinoline electron donor acceptor complex.Recommanded Product: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.

The visible light-driven α-alkylation of N-aryl tetrahydroisoquinolines was initiated through electron donor-acceptor complex photochem. The reaction can proceed smoothly without the addition of any photocatalysts, transition-metal catalysts, or addnl. oxidants. The proposed mechanism was supported by various mechanistic studies, and the reactive open-shell alkyl radicals were generally produced from an alkylamine and underwent radical coupling for alkylating a wide range of N-aryl tetrahydroisoquinolines.

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