Category: 676448-17-2

Formula: C13H14BrNO2. 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. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Chemoselective, scalable nickel-electrocatalytic O-arylation of alcohols.

The formation of aryl-alkyl ether bonds through cross coupling of alcs. with aryl halides represents a useful strategic departure from classical SN2 methods. Numerous tactics relying on Pd-, Cu-, and Ni-based catalytic systems have emerged over the past several years. Herein we disclose a Ni-catalyzed electrochem. driven protocol to achieve this useful transformation with a broad substrate scope in an operationally simple way. This electrochem. method does not require strong base, exogenous expensive transition metal catalysts (e.g.Ir, Ru), and can easily be scaled up in either a batch or flow setting. Interestingly, e-etherification exhibits an enhanced substrate scope over the mechanistically related photochem. variant as it tolerates tertiary amine functional groups in the alc. nucleophile.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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.Hesp, Kevin D.; Lundgren, Rylan J.; Stradiotto, Mark researched the compound: 1-Boc-4-Bromoindole( cas:676448-17-2 ).Safety of 1-Boc-4-Bromoindole.They published the article 《Palladium-Catalyzed Mono-α-arylation of Acetone with Aryl Halides and Tosylates》 about this compound( cas:676448-17-2 ) in Journal of the American Chemical Society. Keywords: aryl methyl ketone preparation; arylhalide acetone monoarylation palladium catalyst. We’ll tell you more about this compound (cas:676448-17-2).

The first example of selective Pd-catalyzed mono-α-arylation of acetone employing aryl chlorides, bromides, iodides, and tosylates is reported. The use of appropriately designed P,N-ligands proved to be the key to controlling the reactivity and selectivity. The reaction affords good yields with substrates containing a range of functional groups at modest Pd loadings using Cs2CO3 as the base and employing acetone as both a reagent and the solvent.

Although many compounds look similar to this compound(676448-17-2)Safety of 1-Boc-4-Bromoindole, numerous studies have shown that this compound(SMILES:C(C)(C)(C)OC(=O)[N]2C1=CC=CC(=C1C=C2)Br), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Related Products of 676448-17-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Metallaphotoredox-enabled deoxygenative arylation of alcohols. Author is Dong, Zhe; MacMillan, David W. C..

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Although many compounds look similar to this compound(676448-17-2)Related Products of 676448-17-2, numerous studies have shown that this compound(SMILES:C(C)(C)(C)OC(=O)[N]2C1=CC=CC(=C1C=C2)Br), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

McCorvy, John D.; Butler, Kyle V.; Kelly, Brendan; Rechsteiner, Katie; Karpiak, Joel; Betz, Robin M.; Kormos, Bethany L.; Shoichet, Brian K.; Dror, Ron O.; Jin, Jian; Roth, Bryan L. published the article 《Structure-inspired design of β-arrestin-biased ligands for aminergic GPCRs》. Keywords: indole aripiprazole preparation beta arrestin ligand GPCR dopamine receptor.They researched the compound: 1-Boc-4-Bromoindole( cas:676448-17-2 ).Reference of 1-Boc-4-Bromoindole. 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:676448-17-2) here.

Development of biased ligands targeting G protein-coupled receptors (GPCRs) is a promising approach for current drug discovery. Although structure-based drug design of biased agonists remains challenging even with an abundance of GPCR crystal structures, the authors present an approach for translating GPCR structural data into β-arrestin-biased ligands for aminergic GPCRs. The authors identified specific amino acid-ligand contacts at transmembrane helix 5 (TM5) and extracellular loop 2 (EL2) responsible for Gi/o and β-arrestin signaling, resp., and targeted those residues to develop biased ligands. For these ligands, the authors found that bias is conserved at other aminergic GPCRs that retain similar residues at TM5 and EL2. The authors’ approach provides a template for generating arrestin-biased ligands by modifying predicted ligand interactions that block TM5 interactions and promote EL2 interactions. This strategy may facilitate the structure-guided design of arrestin-biased ligands at other GPCRs, including polypharmacol. biased ligands.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Zhuo, Junming; Zhang, Yong; Li, Zijian; Li, Chao published the article 《Nickel-Catalyzed Direct Acylation of Aryl and Alkyl Bromides with Acylimidazoles》. Keywords: ketone preparation; acylimidazole preparation aryl alkyl bromide acylation nickel catalyst; carboxylic acid carbonyldiimidazole cross coupling.They researched the compound: 1-Boc-4-Bromoindole( cas:676448-17-2 ).Synthetic Route of C13H14BrNO2. 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:676448-17-2) here.

A modular method for the acylation of aryl and alkyl halides RBr (R = Ph, 2-methoxypyrimidin-5-yl, furan-3-yl, etc.) was reported. The transformation relies on acylimidazoles I (R1 = Ph, 2,2-dimethylpropyl, cyclopentylmethyl, naphthalen-2-yl, oxan-4-yl, etc.) and easy-to-prepare and flexible species derived from abundant carboxylic acids R1COOH as viable cross-coupling partners for the Ni-catalyzed acylation. Careful examination revealed a remarkable mechanism: the amide C-N bond of primary and secondary imidazolides I (R1 = pent-4-en-1-yl, cyclooct-4-en-1-yl, cyclopropylmethyl, etc.) can be activated by single-electron reduction, representing a major departure from other reported amide C-N bond activation reactions. Extensive mechanistic studies also revealed an intriguing CO-extrusion-recombination phenomenon. This cross-coupling reaction between two electrophiles features a broad substrate scope bearing a wide gamut of functionalities. The practicality of this atypical transformation was demonstrated in the synthesis of II (R2 = H, acetyl) and 1-(furan-3-yl)-4-methylpentan-1-one, which are difficult to access using traditional organometallic chem.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Zhou, Jiao-Long; Ye, Meng-Chun; Sun, Xiu-Li; Tang, Yong published the article 《Trisoxazoline/Cu(II)-catalyzed asymmetric intramolecular Friedel-Crafts alkylation reaction of indoles》. Keywords: indole preparation triisopropyl borate substitution benzyl bromide coupling; indolyl alkylidene malonate preparation chiral trisoxazoline copper; asym intramol Friedel Crafts alkylation fused benzocarbazole stereoselective preparation; intramol asym Friedel Crafts alkylation catalyst chiral trisoxazoline copper.They researched the compound: 1-Boc-4-Bromoindole( cas:676448-17-2 ).Electric Literature of C13H14BrNO2. 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:676448-17-2) here.

Intramol. Friedel-Crafts alkylation reaction of indoles catalyzed by trisoxazoline/copper(II) is described. This annulation provides an easy access to polycyclic indole derivatives, e.g., I, with up to 90% ee in up to 99% yield.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Construction of Enantiopure Taxoid and Natural Product-like Scaffolds Using a C-C Bond Cleavage/Arylation Reaction.SDS of cas: 676448-17-2.

An approach to construct enantiopure complex natural product-like frameworks, including the first reported synthesis of a C17 oxygenated taxoid scaffold, I, is presented. A palladium-catalyzed C-C activation/cross-coupling is utilized to access these structures in a short sequence from (+)-carvone; the scope of this reaction is explored.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

SDS of cas: 676448-17-2. 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: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Rapid and Efficient Access to Secondary Arylmethylamines. Author is Fleury-Bregeot, Nicolas; Raushel, Jessica; Sandrock, Deidre L.; Dreher, Spencer D.; Molander, Gary A..

Ammoniomethyl trifluoroborates are very powerful reagents that can be used to access biol. relevant aryl- and heteroaryl-methylamine motifs via Suzuki-Miyaura cross-couplings. Until now, this method was limited to the production of tertiary and primary amines. The synthesis of a large array of secondary ammoniomethyltrifluoroborates has been achieved through a one step nucleophilic substitution reaction on the potassium bromomethyltrifluoroborate. Smooth cross-coupling conditions have been designed, based on the use of an aminobiphenyl palladium precatalyst, to couple these trifluoroborates efficiently with aryl bromides. This strategy offers a new way to access biol. relevant motifs and allows, with the previously developed methods, access to all three classes of aminomethylarenes.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Development of a Highly Potent D2/D3 Agonist and a Partial Agonist from Structure-Activity Relationship Study of N6-(2-(4-(1H-Indol-5-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine Analogues: Implication in the Treatment of Parkinson’s Disease, the main research direction is dopamine agonist antiparkinsonian Parkinson.Formula: C13H14BrNO2.

The structure-activity relationship studies with N6-(2-(4-(1H-indol-5-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine derivatives led to development of a lead compound I which exhibited very high affinity (Ki, D2 = 16.4 nM, D3 = 1.15 nM) and full agonist activity (EC50 (GTPγS); D2 = 3.23 and D3 = 1.41 nM) at both D2 and D3 receptors. A partial agonist mol. II (EC50 (GTPγS); D2 = 21.6 (Emax = 27%) and D3 = 10.9 nM) was also identified. In a Parkinson’s disease (PD) animal model, I was highly efficacious in reversing hypolocomotion in reserpinized rats with a long duration of action, indicating its potential as an anti-PD drug. Compound II was also able to elevate locomotor activity in the above PD animal model significantly, implying its potential application in PD therapy. Furthermore, I was shown to be neuroprotective in protecting neuronal PC12 from toxicity of 6-OHDA. This report, therefore, underpins the notion that a multifunctional drug like I might have the potential not only to ameliorate motor dysfunction in PD patients but also to modify disease progression by protecting DA neurons from progressive degeneration.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-Boc-4-Bromoindole( cas:676448-17-2 ) is researched.Quality Control of 1-Boc-4-Bromoindole.Huang, David; Olivieri, Diego; Sun, Yang; Zhang, Pengpeng; Newhouse, Timothy R. published the article 《Nickel-Catalyzed Difunctionalization of Unactivated Alkenes Initiated by Unstabilized Enolates》 about this compound( cas:676448-17-2 ) in Journal of the American Chemical Society. Keywords: nickel catalyst unactivated alkene difunctionalization enolate. Let’s learn more about this compound (cas:676448-17-2).

This report demonstrates the possibility of a nickel-catalyzed difunctionalization of unactivated alkenes initiated by an unstabilized enolate nucleophile. The process tolerates a diverse range of electrophiles, including aryl, heteroaryl, alkenyl, and amino electrophiles. An electron-deficient phosphine ligand and a tetrabutylammonium salt additive were crucial for promoting efficient vicinal difunctionalization.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI