Category: 52287-51-1

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 Palladium-catalyzed cyanation of aryl halides with in situ generated CN- from ClCF2H and NaNH2, the main research direction is aryl nitrile preparation palladium catalyst in situ cyanide anion; chlorodifluoromethane sodium amide aryl halide cyanation.Computed Properties of C8H7BrO2.

An efficient Pd-catalyzed cyanation of aryl halides with in situ generated CN- anions is described. The CN- source stems from the quadruple cleavage of chlorodifluoromethane (ClCF2H) with sodium amide (NaNH2). This transformation features no requirement of a toxic CN source and avoids the problem of HCN generation associated with traditional methods. A series of aryl nitriles are obtained from aryl halides in good yields under mild reaction conditions.

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Recommanded Product: 52287-51-1. 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: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about Selective Carbonyl-C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis.

C-C bond cleavage/functionalization is synthetically valuable, and selective carbonyl-C(sp3) bond cleavage/alkynylation presents a new perspective in constructing ynamides, ynoates, and ynones. Reported here is the 1st alkoxyl-radical-enabled carbonyl-C(sp3) bond cleavage/alkynylation reaction by photoredox catalysis. The use of novel cyclic I(III) reagents are essential for β-carbonyl alkoxyl radical generation from β-carbonyl alcs., including alcs. with high redox potential (Epox>2.2 V vs. SCE in MeCN). β-Amide, β-ester, and β-ketone alcs. yield ynamides, ynoates, and ynones, resp., for the 1st time, with excellent regio- and chemoselectivity under mild reaction conditions.

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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.Dauksas, V.; Gaidelis, P.; Brukstus, A.; Petrauskas, O.; Udrenaite, E.; Gasperaviciene, G. researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Quality Control of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.They published the article 《Synthesis and antiinflammatory activity of 7-halo- (or -ethyl-)substituted 6-benzoyl- (or -cinnamoyl)-1,4-benzodioxanes》 about this compound( cas:52287-51-1 ) in Chemija. Keywords: acylation benzodioxane halo ethyl; benzoylbenzodioxane preparation antiinflammatory; cinnamoylbenzodioxane preparation antiinflammatory; antiinflammatory cinnamoylbenzodioxane benzoylbenzodioxane. We’ll tell you more about this compound (cas:52287-51-1).

Title compounds I (R = PhCO, PhCH:CHCO; X = Br, Cl, Et) were synthesized in 72-95% yield by acylating I (R = H; same X) with BzCl or PhCH:CHCOCl in the presence of anhydrous AlCl3. I (R = PhCO, X = Br) exhibits low toxicity and high antiinflammatory activity; other products are less active.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Bioorganic & Medicinal Chemistry Letters called 5,5-Difluoro- and 5-Fluoro-5-methyl-hexose-based C-Glucosides as potent and orally bioavailable SGLT1 and SGLT2 dual inhibitors, Author is Xu, Guozhang; Du, Fuyong; Kuo, Gee-Hong; Xu, June Zhi; Liang, Yin; Demarest, Keith; Gaul, Michael D., which mentions a compound: 52287-51-1, SMILESS is BrC1=CC=C2OCCOC2=C1, Molecular C8H7BrO2, SDS of cas: 52287-51-1.

(2S,3R,4R,5S,6R)-2-Aryl-5,5-difluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diols and (2S,3R,4R,5S,6R)-2-aryl-5-fluoro-5-methyl-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diols were discovered as dual inhibitors of sodium glucose co-transporter proteins (e.g. SGLT1 and SGLT2) through rational drug design, efficient synthesis, and in vitro and in vivo evaluation. Compound I demonstrated potent dual inhibitory activities (IC50 = 96 nM for SGLT1 and IC50 = 1.3 nM for SGLT2). It showed robust inhibition of blood glucose excursion in an oral glucose tolerance test (OGTT) in Sprague Dawley (SD) rats when dosed at both 1 mg/kg and 10 mg/kg orally. It also demonstrated postprandial glucose control in db/db mice when dosed orally at 10 mg/kg.

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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 Chiral biphenyl diphosphines for asymmetric catalysis: stereoelectronic design and industrial perspectives, published in 2004-04-20, which mentions a compound: 52287-51-1, mainly applied to chiral biphenyl diphosphine nonracemic preparation ligand asym hydrogenation; SYNPHOS nonracemic preparation; DIFLUORPHOS nonracemic preparation; enantioselectivity hydrogenation ruthenium bidentate diphosphine ligand steric electronic effect; mol structure hydridochlororuthenium complex methyl acetoacetate DIFLUORPHOS; bite angle calculated bidentate diphosphine ligand; carbonyl stretching frequency carbonylchlororhodium complex bidentate diphosphine ligand, Recommanded Product: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.

Both enantiomers of the chiral diphosphines I (SYNPHOS) and II (DIFLUORPHOS) are prepared on multigram scales; the electronic and steric characteristics of I and II and of rhodium complexes derived from them are determined, compared with previous diphosphine catalysts, and correlated with their activities and enantioselectivities in the hydrogenation of ketones and olefins. I and II are prepared in five steps from 6-bromo-2,3-dihydro-1,4-benzodioxane and 5-bromo-2,2-difluorobenzodioxole, resp.; lithium-metal exchange and addition to a phosphoryl or phosphinyl chloride followed by oxidation to yield phosphine oxides, regioselective lithiation and iodination, Ullman coupling of the aryl iodides, resolution (either by acid-base resolution with di-O-benzoyl-tartaric acid or by chiral HPLC), and reduction of the phosphine oxides yields I and II in 38% and 33% overall yield, resp. The bite angles of I and II are compared to those of other common diphosphine ligands such as BINAP and MeO-BIPHEP. The structure of diastereomeric chlorohydridoruthenium complexes of (S)-II with Me acetoacetate is determined The C-O stretching frequencies of chloro(carbonyl)rhodium diphosphine complexes containing I, II, BINAP, and MeO-BIPHEP are determined as a measure of the electronic demands of the diphosphine ligands. β-Keto ester, α-keto ester, 1,3-diketone, ketone, and olefin substrates are hydrogenated in the presence of nonracemic I, II, BINAP, and MeO-BIPHEP and bis(η3-methallyl)(η4-1,5-cyclooctadienyl)ruthenium; the enantioselectivities are correlated with the steric and electronic properties of the ligands. The stereoelectronic features of the ligand and the substrate deeply influence the enantioselectivities obtained in asym. hydrogenation; whereas the steric and electronic factors for I (as in other diphosphines) correlate well, the bite angle of II does not correlate to its electronic effects in asym. hydrogenation reactions, leading to complementary hydrogenation selectivities for ligands I and II.

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Pyrazole – Wikipedia,
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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ) is researched.Quality Control of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.Gu, Hua; Xue, Yu; Hu, Faqi; Jian, Nannan; Lin, Kaiwen; Wu, Tao; Liu, Ximei; Xu, Jingkun; Lu, Baoyang published the article 《Design of twisted conjugated molecular systems towards stable multi-colored electrochromic polymers》 about this compound( cas:52287-51-1 ) in Dyes and Pigments. Keywords: design twisted conjugated system stable multi colored electrochromic polymer. Let’s learn more about this compound (cas:52287-51-1).

Promising advancement of conjugated polymers in electrochromic devices require to design high-performance electrochromic polymers with rich color conversion and long-term stability under cyclic elec. loads. Here we report a new strategy in developing multi-colored electrochromic polymers with good stability via twisted conjugated mol. engineering. A series of twisted hybrid precursors are synthesized by coupling ortho-alkylenedioxybenzenes with EDOT units, and their corresponding polymers are facilely electrosynthesized at relatively low polymerization potentials. The structure-property relationships of such ortho-alkylenedioxybenzene-EDOT hybrid precursors and polymers are systematically elucidated via DFT calculations, spectral, morphol., electrochem. and spectroelectrochem. anal., etc. We demonstrate that the dihedral angle between ortho-alkylenedioxybenzenes and EDOT moieties can substantially affect the electrochem. and electrochromic properties of polymers. As the dihedral angle and electron cloud d. increases, these hybrid polymers display distinct multiple color switching nature and good overall performance including high coloration efficiency (>200 cm2 C-1), decent optical contrast (>45%), fast switching (<1 s), and excellent switching stability (96% of optical contrast after 3500 cycling) under cyclic elec. loads. With these findings, this work will provide novel insights for rational design of stable and highly efficient multi-colored electrochromic polymers. There is still a lot of research devoted to this compound(SMILES：BrC1=CC=C2OCCOC2=C1)Quality Control of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, and with the development of science, more effects of this compound(52287-51-1) can be discovered.

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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 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 Ex Situ Generation of Stoichiometric and Substoichiometric 12CO and 13CO and Its Efficient Incorporation in Palladium Catalyzed Aminocarbonylations. Author is Hermange, Philippe; Lindhardt, Anders T.; Taaning, Rolf H.; Bjerglund, Klaus; Lupp, Daniel; Skrydstrup, Troels.

A new technique for the ex situ generation of carbon monoxide (CO) and its efficient incorporation in palladium catalyzed carbonylation reactions was achieved using a simple sealed two-chamber system. The ex situ generation of CO was achieved by a palladium catalyzed decarbonylation of tertiary acid chlorides using a catalyst originating from Pd(dba)2 and P(tBu)3. Preliminary studies using pivaloyl chloride as the CO-precursor provided an alternative approach for the aminocarbonylation of 2-pyridyl tosylate derivatives using only 1.5 equiv of CO. Further design of the acid chloride CO-precursor led to the development of a new solid, stable, and easy to handle source of CO for chem. transformations. The synthesis of this CO-precursor also provided an entry point for the late installment of an isotopically carbon-labeled acid chloride for the subsequent release of gaseous [13C]CO. In combination with studies aimed toward application of CO as the limiting reagent, this method provided highly efficient palladium catalyzed aminocarbonylations with CO-incorporations up to 96%. The ex situ generated CO and the two-chamber system were tested in the synthesis of several compounds of pharmaceutical interest and all of them were labeled as their [13C]carbonyl counterparts in good to excellent yields based on limiting CO. Finally, palladium catalyzed decarbonylation at room temperature also allowed for a successful double carbonylation. This new protocol provides a facile and clean source of gaseous CO, which is safely handled and stored. Furthermore, since the CO is generated ex situ, excellent functional group tolerance is secured in the carbonylation chamber. Finally, CO is only generated and released in minute amounts, hence, eliminating the need for specialized equipment such as CO-detectors and equipment for running high pressure reactions.

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Grassl, Simon; Singer, Johannes; Knochel, Paul published the article 《Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides》. Keywords: secondary amine preparation; organozinc chloride azide electrophilic amination iron mediated; azides; electrophilic amination; iron-mediated amination; organozinc halides; secondary amines.They researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Synthetic Route 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.

A wide range of alkyl-, aryl- and heteroarylzinc halides were aminated with highly functionalized alkyl, aryl, and heterocyclic azides. The reaction proceeded smoothly at 50 °C within 1 h in the presence of FeCl3 (0.5 equiv) to furnish the corresponding secondary amines such as RNHR1 [R = 4-MeOC6H4, 3,5-di-MeC6H3, 6-chloro-3-pyridyl, etc.; R1 = cyclopropyl, 4-FC6H4, 4-ClC6H4, etc.] in good yields. This method was extended to peptidic azides and provided the arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step.

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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 SYNPHOS: a New Atropisomeric Diphosphine Ligand. From Laboratory-scale Synthesis to Scale-up Development, published in 2003-06-30, which mentions a compound: 52287-51-1, mainly applied to SYNPHOS atropisomeric diphosphine ligand preparation ruthenium catalyzed asym hydrogenation; ethylenedioxy biphenyldiyl diphosphine preparation ruthenium catalyzed asym hydrogenation; ketone ruthenium atropisomeric diphosphine complex catalyzed asym hydrogenation, Electric Literature of C8H7BrO2.

A new optically active diphosphine ligand, [(5,6),(5′,6′)-bis(ethylenedioxy)biphenyl-2,2′-diyl]bis(diphenylphosphine) (SYNPHOS) I has been synthesized. Laboratory-scale synthesis and scale-up development of this ligand are described herein. This new atropisomeric diphosphine was also used in ruthenium-catalyzed asym. hydrogenation.

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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, Non-U.S. Gov’t, Journal of Medicinal Chemistry called Discovering High Potent Hsp90 Inhibitors as Antinasopharyngeal Carcinoma Agents through Fragment Assembling Approach, Author is Xu, Mengyang; Zhao, Chao; Zhu, Biying; Wang, Liangyue; Zhou, Huihao; Yan, Daoguang; Gu, Qiong; Xu, Jun, the main research direction is nasopharyngeal carcinoma Hsp90 inhibitor fragments chemotypes click chem.Quality Control of 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine.

Hsp90 is a new promising target for cancer treatment. Many inhibitors have been discovered as therapeutic agents, and some have passed Phase I and II. However, no one is approved by FDA yet. Novel and druggable Hsp90 inhibitors are still demanding. Here, we report a new way to discover high potent Hsp90 inhibitors as antinasopharyngeal carcinoma agents through assembling fragments. With chemotyping anal., we extract seven chemotypes from 3482 known Hsp90 inhibitors, screen 500 fragments that are compatible with the chemotypes, and confirm 15 anti-Hsp90 fragments. Click chem. is employed to construct 172 mols. and synthesize 21 compounds among them. The best inhibitor 3d was further optimized and resulted in more potent 4f(I) (IC50 = 0.16μM). In vitro and in vivo experiments confirmed that 4f is a promising agent against nasopharyngeal carcinoma. This study may provide a strategy in discovering new ligands against targets without well-understood structures.

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Reference:
Pyrazole – Wikipedia,
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