Category: 127972-00-3

Hu, Penghui published the artcileBio-inspired iron-catalyzed oxidation of alkylarenes enables late-stage oxidation of complex methylarenes to arylaldehydes, COA of Formula: C8H11BO3, the main research area is alkylarene polymethylhydrosiloxane promoter iron catalyst selective aerobic oxidation; aryl carbonyl compound preparation.

A bio-inspired iron-catalyzed polymethylhydrosiloxane-promoted aerobic oxidation of methylarenes to arylaldehydes with high yields and selectivities was reported. Notably, this method can tolerate oxidation-labile and reactive boronic acid group, which is normally required to be transformed immediately after its introduction and represents a significant advance in the area of the chem. of organoboronic acids, including the ability to incorporate both aldehyde and ketone functionalities into unprotected arylboronic acids, a class that can be difficult to access by current means. The robustness of this protocol was demonstrated on the late-stage oxidation of complex bioactive mols., including dehydroabietic acid, Gemfibrozil, Tocopherol nicotinate, a complex polyol structure and structurally complex arylboronic acids.

Nature Communications published new progress about Air. 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, COA of Formula: C8H11BO3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Lense, Sheri published the artcileEffects of Tuning Intramolecular Proton Acidity on CO2 Reduction by Mn Bipyridyl Species, Application In Synthesis of 127972-00-3, the main research area is hydroxyphenylbipyridyl manganese carbonyl complex preparation electrochem reduction carbon monoxide; crystal structure hydroxyphenylbipyridyl manganese carbonyl complex; mol structure hydroxyphenylbipyridyl manganese carbonyl complex.

To understand the effect of intramol. proton acidity on CO2 reduction by Mn-bipyridyl species, three fac-Mn(CO)3 bipyridine complexes containing intramol. phenol groups of varying acidity were synthesized and electrochem., spectroscopic, and computational studies were performed. While the phenol group acidity has minimal influence on the metal center, the complex containing a fluoro-substituted (more acidic) phenol, MnBr(F-HOPh-bpy)(CO)3, exhibits a decreased catalytic to peak current ratio following the 2nd reduction compared to the complexes with unsubstituted or Me-substituted phenol groups (MnBr(HOPh-bpy)(CO)3 and MnBr(Me-HOPh-bpy)(CO)3, resp.). A 2nd process is also present in the catalytic wave for MnBr(F-HOPh-bpy)(CO)3. Also, MnBr(F-HOPh-bpy)(CO)3 exhibits decreased CO2 production and increased H2 production compared to MnBr(HOPh-bpy)(CO)3. Spectroelectrochem. under an inert atm. in the presence of H2O shows that following the 1st reduction, for both MnBr(F-HOPh-bpy)(CO)3 and MnBr(HOPh-bpy)(CO)3 the major product is a phenoxide-coordinated fac-(CO)3 species formed from reductive deprotonation and the minor product is a 6-coordinate Mn(I)-hydride. For both species, the major species following the 2nd reduction is the 5-coordinate anion believed to be the active catalyst for CO2 reduction, but the Mn(I) hydride persists as a minor species. The IR assignments are supported by theor. calculations Changes to the acidity of an intramol. substituent can have significant effects on catalytic performance and product selectivity of Mn(CO)3 bipyridine catalysts despite having minimal effect on the metal center, with a more acidic intramol. substituent increasing H2 production at the expense of CO2 reduction

Organometallics published new progress about Crystal structure. 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Application In Synthesis of 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hayashi, Naoto published the artcileElongation of Phenoxide C-O Bonds Due to Formation of Multifold Hydrogen Bonds: Statistical, Experimental, and Theoretical Studies, SDS of cas: 127972-00-3, the main research area is elongation phenoxide carbon oxide bonds due formation multifold hydrogen.

Statistical studies using the Cambridge Structural Database have revealed that there are several elongated phenoxide C-O bonds. They are characterized by the formation of 3-fold (or occasionally 2-fold) hydrogen bonds to the phenoxide oxygen atoms, and their mean bond length extends up to 1.320 Å, which is quite different from the theor. predicted carbon-oxygen bond length of C6H5O- (1.26 Å). Elongated phenoxide C-O bonds associated with the formation of 3-fold hydrogen bonds were also observed in the X-ray structures of proton-transfer complexes (2X-O-)(TEAH+)s derived from 5′-X-substituted 5,5”-dimethyl-1,1′:3′,1”-terphenyl-2,2′,2”-triols (2X-OHs, where X = NO2, CN, COOCH3, Cl, F, H, and CH3) and triethylamine (TEA). By comparing the X-ray structures, C-O bond elongation was found to be only slightly affected by an electron-withdrawing substituent at the para position (X). This along with strong bathochromic shifts of N-H(···O-) and O-H(···O-) stretching vibrations in the IR spectra indicates that the elongated C-O bonds in (2X-O-)(TEAH+)s essentially have single-bond character. This is further confirmed by MO calculations on a model complex, showing that the neg. charged phenoxide oxygen atom is no longer conjugated to the central benzene ring, and the NICS values of the three benzene rings are virtually identical. However, C-O bond elongation in (2X-O-)(TEAH+)s was considerably influenced by a change in the hydrogen-bond geometry. This also suggests that hydrogen bonds significantly affect phenoxide C-O bond elongation.

Journal of Organic Chemistry published new progress about Bathochromic effect. 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, SDS of cas: 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Pereira, Ulisses A. published the artcileInhibition of Enterococcus faecalis biofilm formation by highly active lactones and lactams analogs of rubrolides, Recommanded Product: 2-Methoxy-5-methylphenylboronic acid, the main research area is Enterococcus biofilm inhibition rubrolide analog; Anti-biofilm activity; Quorum sensing antagonist; Rubrolides; γ-Alkylidene-γ-lactams; γ-Alkylidene-γ-lactones; γ-Hydroxy-γ-lactams.

Seven β-aryl substituted γ-alkylidene-γ-lactones analogs of rubrolides were synthesized from mucobromic acid and converted through a lactamization with isobutylamine into their corresponding γ-hydroxy-γ-lactams (76-85%). These lactams were converted into (Z)- and (E)-γ-alkylidene-γ-lactams (23-45%). All compounds were fully characterized by IR, NMR (1H and 13C), COSY and HETCOR bidimensional experiments, and NOE difference spectroscopy experiments when necessary. Evaluation of these three different classes of compounds against Enterococcus faecalis biofilm formation showed that all classes are active and the highest biofilm inhibition activity was caused by lactam 13f (IC50 = 0.76 μg/mL). Moreover, in almost all cases at least one of the lactams is more active than its correspondent γ-alkylidene-γ-lactone. The use of rubrolides as a lead structure has proven successful for the identification of new compounds displaying novel antibacterial activities, namely biofilm inhibition, which have the potential for the development of antimicrobial drugs targeted to inhibition of the initial stages of bacterial infections, rather than bacterial viability. Such drugs are less prompt to induce bacterial resistance, being therefore a more cost-effective investment for pharmaceutical research.

European Journal of Medicinal Chemistry published new progress about Antibacterial agents. 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Recommanded Product: 2-Methoxy-5-methylphenylboronic acid.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Karak, Milandip published the artcilePalladium-catalyzed hydrodehalogenation of butenolides: An efficient and sustainable access to β-arylbutenolides, HPLC of Formula: 127972-00-3, the main research area is arylbutenolide preparation; boronic acid halobutenolide hydrodehalogenation palladium catalyst.

Several α-unsubstituted β-arylbutenolides I (R = 4-F, 3-Cl, 4-MeO, etc.) have been prepared in 69-92% yield by reductive dehalogenation of α-halo-β-arylbutenolides. The latter were assembled in a single-step from α,β-dihalobutenolides, which are accessible on a large-scale from biomass-derived furfural. This dehalogenation protocol is illustrated by a new synthesis of the marine antibiotics rubrolide E and F, and 3”-bromorubrolide F.

Tetrahedron Letters published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, HPLC of Formula: 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yang, Xintong published the artcileEfficient synthesis of chiral biaryls via asymmetric Suzuki-Miyaura cross-coupling of ortho-bromo aryl triflates, Application In Synthesis of 127972-00-3, the main research area is biaryl preparation Suzuki coupling palladium benzoxaphosphole.

Efficient asym. Suzuki-Miyaura coupling of ortho-bromo aryl triflates with various arylboronic acids were described, providing a series of chiral biaryl triflates in high yields and up to 91% ee under mild conditions. The aryl triflates could be easily transformed to various chiral biaryl products by further derivatization. A one-pot tandem asym. cross-coupling/cross-coupling sequence was also achieved by using a single palladium catalyst, demonstrating the versatility of this method for preparation of chiral biaryl products. Under optimized conditions the synthesis of the target compounds was achieved using palladium(II) acetate and (2S,3S)-4-(2,6-dimethoxyphenyl)-3-(1,1-dimethylethyl)-2,3-dihydro-2-methyl-1,3-benzoxaphosphole as catalyst and ligand combination. Starting materials included 1,1,1-trifluoromethanesulfonic acid 1-bromo-2-naphthalenyl ester and B-(9-phenanthrenyl)boronic acid, B-(5-pyrenyl)boronic acid, B-(1,2-dihydro-5-acenaphthylenyl)boronic acid, B-[[1,1′-biphenyl]-2-yl]boronic acid, B-(2-formylphenyl)boronic acid. The title compounds thus formed included chiral biaryl derivatives, such as 1,1,1-trifluoromethanesulfonic acid, (1S)-[1,1′-binaphthalen]-2-yl ester.

Tetrahedron published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Application In Synthesis of 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yoo, Kihyun published the artcileEnantioselective synthesis of (R)-tolterodine via CuH-catalyzed asymmetric conjugate reduction, Application of 2-Methoxy-5-methylphenylboronic acid, the main research area is tolterodine asym preparation; diarylacrylonitrile stereoselective preparation conjugate reduction copper reductive amination.

An efficient and highly enantioselective method for the preparation of (R)-tolterodine (I) is described. The synthesis was performed by CuH-catalyzed asym. conjugate reduction of a β,β-diaryl-substituted unsaturated nitrile as a key step, which is prepared by a stereoselective hydroarylation of alkynenitrile with aryl boronic acid. The synthesis was accomplished without employing the protection-deprotection sequence.

Journal of Organic Chemistry published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Application of 2-Methoxy-5-methylphenylboronic acid.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cerezo, Vanessa published the artcileSolid-phase synthesis of 5-arylhistidines via a microwave-assisted Suzuki-Miyaura cross-coupling, Synthetic Route of 127972-00-3, the main research area is arylhistidine peptide solid phase synthesis; bromohistidine arylboronic acid Suzuki Miyaura reaction solid phase microwave.

Microwave irradiation efficiently promoted the solid-phase Suzuki-Miyaura reaction of a 5-bromohistidine with various arylboronic acids in the presence of a palladium catalyst. This methodol. allowed the synthesis of peptides bearing a histidine residue substituted at position 5 of the imidazole ring with a Ph, a substituted Ph, a pyridyl, or a thienyl ring, as well as with the benzene ring of a tyrosine residue.

Tetrahedron published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Synthetic Route of 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ueda, Mitsuhiro published the artcileTransition-Metal-Catalyst-Free Cross-Coupling Reaction of Secondary Propargylic Acetates with Alkenyl- and Arylboronic Acids, Related Products of ethers-buliding-blocks, the main research area is propargylic acetate alkenylboronic acid cross coupling; enyne stereoselective preparation; arylboronic acid propargylic acetate cross coupling; alkyne arylated preparation.

A cross-coupling reaction between secondary propargylic acetates and alkenylboronic acids proceeded to give 1,4-enynes in good yields without addition of transition metal catalyst and base. This simple protocol was also applicable to arylboronic acids, which gave 3-arylated alkynes in good yields. The observed induction period suggested that the reaction of propargylic acetates and organoboronic acids was affected by the in-situ generated AcOH as a catalyst, which was confirmed by a sep. experiment

European Journal of Organic Chemistry published new progress about Alcohols, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent) (acetates). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Related Products of ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Friesen, Richard W. published the artcileComparison of the Suzuki cross-coupling reactions of 4,7-dichloroquinoline and 7-chloro-4-iodoquinoline with arylboronic acids using phosphine-free palladium catalysis in water, Synthetic Route of 127972-00-3, the main research area is regioselective Suzuki cross coupling chloroiodoquinoline palladium acetate.

4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regioselective Suzuki reaction than 1a, addnl. important observations are that the overall reaction of 1b with 2 is three times slower than 1a and that the reaction occurs in the absence of tetrabutylammonium bromide. Using optimized reaction conditions, a variety of aryl and vinylboronic acids undergo regioselective Suzuki cross-coupling with 1b to provide the products in good to excellent yield.

Canadian Journal of Chemistry published new progress about Chemoselectivity (chemoselective oxidative addition of Pd(0) to aryl iodide bond). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Synthetic Route of 127972-00-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem