Tag: M.W=150-200

Schoen, Florian published the artcileCatalytic Aerobic Phenol Homo- and Cross-Coupling Reactions with Copper Complexes Bearing Redox-Active Guanidine Ligands, Recommanded Product: 4-Hydroxy-3-tert-butylanisole, the main research area is copper guanidine complex preparation redox potential UV visible spectra; phenol dioxygen copper catalyst chemoselective cross coupling green chem; biphenol preparation; catalysis; cross-coupling; guanidines; phenols; redox-active ligands.

New copper catalysts for the C-C coupling reaction of phenols using dioxygen as a green oxidizing reagent were reported. By using redox-active guanidine ligands, the activity as well as chemoselectivity in the cross-coupling reaction of non-complementary phenols (between an electron-rich phenol and a less nucleophilic second phenol) was significantly improved. Based on the collected data for several test reactions, a reaction mechanism was proposed.

Chemistry – A European Journal published new progress about Biphenyls Role: SPN (Synthetic Preparation), PREP (Preparation). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Recommanded Product: 4-Hydroxy-3-tert-butylanisole.

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

Bhanderi, Khushboo published the artcileNonconventional driving force for selective oxidative C-C coupling reaction due to concurrent and curious formation of Ag0, Product Details of C11H16O2, the main research area is phenol silver ammonia complex catalyst regieoselective oxidative coupling; biphenyl preparation.

Herein, reduction of [Ag(NH3)2]+ to Ag0 with concurrent oxidation of different phenols/naphthols to biphenyls was undertaken. The work was originated during careful observation of an undergraduate experiment-Tollen’s test-where silver mirror film deposition takes place on the walls of borosilicate glass test tube. When the same reaction was carried out in polypropylene (plastic-Eppendorf) tube, aggregation of Ag0 leading to floating Ag-particles was observed but not silver film deposition. This prompted to carry out challenging cross-coupling reaction by only changing the surface of the reaction flask from glass to plastic to silicones. Surprisingly, good selective oxidative homo-coupling on Teflon surface while cross-coupling in Eppendorf vial was observed Thus, the formation of biphenyl is driven by the macroscopic growth of Ag0 into [Ag-particle] orchestrated by Ag…Ag cohesive interaction was proposed. To validate results, experiments were also performed on gram scale. More importantly, oxidation of β-naphthol carried out in quartz (chiral) tube which yielded slight enantioselective excess of BINOL.

Scientific Reports published new progress about Biphenyls Role: SPN (Synthetic Preparation), PREP (Preparation). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Product Details of C11H16O2.

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

Hardcastle, Ian R. published the artcileRationally designed analogs of tamoxifen with improved calmodulin antagonism, HPLC of Formula: 622-86-6, the main research area is tamoxifen analog preparation calmodulin antagonism structure; antiestrogen tamoxifen analog calmodulin antagonism structure; breast tumor inhibition tamoxifen analog structure.

Computerized mol. modeling studies on the interactions of the antiestrogen tamoxifen and its analogs bound to the calcium-binding protein calmodulin have guided the rational design of more potent antagonists. Compounds with either three or four methylene units in the basic side chain or slim lipophilic 4-substituents were expected to be more potent. All compounds were tested for antagonism of the calmodulin-dependent activity of cAMP phosphodiesterase and for binding affinity to the estrogen receptor from rat uteri. Some compounds were assayed for cytotoxicity against MCF-7 breast tumor cells in vitro. Introduction of lipophilic 4-substituents was accomplished by using palladium(0)-catalyzed coupling reactions with a 4-iodinated precursor. Both the 4-ethynyl and 4-Bu compounds were more potent calmodulin antagonists than tamoxifen. Extension of the basic aminoethoxy side chain of 4-iodotamoxifen and idoxifene ((E)-1-[4-[2-(N-pyrrolidino)ethoxy]phenyl]-1-(4-iodophenyl)-2-phenyl-1-butene) by one or two methylene units resulted in modest gains in calmodulin antagonism. All the compounds assayed retained estrogen receptor-binding characteristics. The compound possessing the optimal combination of calmodulin antagonism and estrogen receptor binding was (E)-1-[4-[3-(N-pyrrolidino)propoxy]phenyl]-1-(4-iodophenyl)-2-phenyl-1-butene (IC50 = 1.1 μM, receptor binding affinity = 23). Correlation between calmodulin antagonism and cytotoxicity was demonstrated for selected compounds

Journal of Medicinal Chemistry published new progress about Antiestrogens Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, HPLC of Formula: 622-86-6.

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

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

Vershinin, Vlada published the artcileMechanistic Insights into the FeCl3-Catalyzed Oxidative Cross-Coupling of Phenols with 2-Aminonaphthalenes, Application In Synthesis of 121-00-6, the main research area is iron trichloride catalyzed oxidative cross coupling phenol naphthol aminonaphthalene.

The selective FeCl3-catalyzed oxidative cross-coupling reaction between phenols and primary, secondary, and tertiary 2-aminonaphthalene derivatives was investigated. The generality of this scalable method provides a sustainable alternative for preparing N,O-biaryl compounds that are widely used as ligands and catalysts. Based on a comprehensive kinetic investigation, a catalytic cycle involving a ternary complex that binds to both the coupling partners and the oxidant during the key oxidative coupling step is postulated. Furthermore, the studies showed that the reaction is regulated by off-cycle acid-base and ligand exchange processes.

Journal of Organic Chemistry published new progress about Biaryls Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Application In Synthesis of 121-00-6.

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

Hielscher, Maximilian published the artcileOptimization Strategies for the Anodic Phenol-Arene Cross-Coupling Reaction, Product Details of C11H16O2, the main research area is phenol bezene regioselective electrochem dehydrogenative cross coupling; hydoxyphenyl benzene preparation.

Dehydrogenative phenol-arene cross-coupling by direct anodic oxidation is a promising alternative to reductive cross-coupling, especially for construction of smaller mols. The reaction pathway via phenoxyl radicals allows for unusual regioselectivity. Nevertheless, the numerous electrolysis parameters pose a challenge for optimization, as they determine the yield and selectivity of the reaction. Using design of experiments, optimization strategies for two example reactions to improve the space-time yield were reported. In particular, coupling reactions with 2,6-dimethoxyphenol (syringol) were found to be very robust in the electrolysis at high current densities of up to 150 mA/cm2. Cyclic voltammetry was used to classify combinations of phenols and arenes, on the basis of which the various clusters were optimized. Based on this classification, various biaryls were synthesized and isolated in yields of up to 85%.

ChemElectroChem published new progress about Benzenoid aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Product Details of C11H16O2.

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

Huff Chester, Anndee published the artcileContaminants of Emerging Concern in the Lower Volta River, Ghana, West Africa: The Agriculture, Aquaculture, and Urban Development Nexus, Quality Control of 121-00-6, the main research area is emerging concern contaminant Volta river Ghana West Africa; Contaminants of emerging concern; Ecotoxicology; Environmental chemistry; Microbial toxicology; Organic contaminants.

Contaminants of emerging concern (CECs) are ubiquitous in aquatic environments across all continents and are relatively well known in the developed world. However, few studies have investigated their presence and biol. effects in low- and middle-income countries. We provide a survey of CEC presence in the Volta River, Ghana, and examine the microbial consequences of anthropogenic activities along this economically and ecol. important African river. Water and sediment samples were taken by boat or from shore at 14 sites spanning 118 km of river course from the Volta estuary to the Akosombo dam. Sample extracts were prepared for targeted anal. of antimicrobial CECs, N,N-diethyl-meta-toluamide, and per- and polyfluoroalkyl substances (PFAS; water only). Concurrent samples were extracted to characterize the microbial community and antibiotic-resistant genes (ARGs). Antibiotics and PFAS (PFAS, 2-20 ng/L) were found in all water samples; however, their concentrations were usually in the low nanograms per L range and lower than reported for other African, European, and North American studies. N,N-Diethyl-meta-toluamide was present in all samples. The number of different genes detected (between one and 10) and total ARG concentrations varied in both water (9.1 x 10-6 to 8.2 x 10-3) and sediment (2.2 x 10-4 to 5.3 x 10-2), with increases in gene variety at sites linked to urban development, sand mining, agriculture, and shellfish processing. Total ARG concentration spikes in sediment samples were associated with agriculture. No correlations between water quality parameters, CEC presence, and/or ARGs were noted. The presence of CECs in the lower Volta River highlights their global reach. The overall low concentrations of CECs detected is encouraging and, coupled with mitigation measures, can stymie future CEC pollution in the Volta River.

Environmental Toxicology and Chemistry published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Quality Control of 121-00-6.

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

Li, Zhongle published the artcileActivity of bacteria isolated from bats against Pseudogymnoascus destructans in China, Formula: C11H16O2, the main research area is Rhinolophus isoprenol octanoicacid antifungal agent Pseudogymnoascus.

White-nose syndrome, a disease that is caused by the psychrophilic fungus Pseudogymnoascus destructans, has threatened several North America bat species with extinction. Recent studies have shown that East Asian bats are infected with P. destructans but show greatly reduced infections. While several factors have been found to contribute to these reduced infections, the role of specific microbes in limiting P. destructans growth remains unexplored. We isolated three bacterial strains with the ability to inhibit P. destructans, namely, Pseudomonas yamanorum GZD14026, Pseudomonas brenneri XRD11711 and Pseudomonas fragi GZD14479, from bats in China. Pseudomonas yamanorum, with the highest inhibition score, was selected to extract antifungal active substance. Combining mass spectrometry (MS) and NMR (NMR) spectroscopy analyses, we identified the active compound inhibiting P. destructans as phenazine-1-carboxylic acid (PCA), and the minimal inhibitory concentration (MIC) was 50.12μg ml-1. Whole genome sequencing also revealed the existence of PCA biosynthesis gene clusters. Gas chromatog.-mass spectrometry (GC-MS) anal. identified volatile organic compounds The results indicated that 10 ppm octanoic acid, 100 ppm 3-tert-butyl-4-hydroxyanisole (isoprenol) and 100 ppm 3-methyl-3-buten-1-ol (BHA) inhibited the growth of P. destructans. These results support that bacteria may play a role in limiting the growth of P. destructans on bats.

Microbial Biotechnology published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Formula: C11H16O2.

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

Salteris, Constantinos S. published the artcileOrtho-directed lithiation of ω-phenoxyalkanethiols and N,N-dimethyl-ω-phenoxyalkylamines. Crystal structure of bis[o-[(2-dimethylamino)ethoxy]phenyl]mercury, Safety of (2-Chloroethoxy)benzene, the main research area is crystal mol structure mercury aminoethoxyphenyl preparation; ortho lithiation phenoxyalkanethiol phenoxyalkylamine.

ω-Phenoxyalkanethiols, PhO(CH2)nSH (n = 2-6) were prepared and ortho-metalated with two equiv BuLi in THF/methylcyclohexane. Carboxylation and subsequent acidic hydrolysis of the resulting dilithiated species yielded the corresponding o-(ω-mercaptoalkoxy)benzoic acids in 30-78% yields%. The previously reported methodol. for the ortho-lithiation of (2-dimethylamino)ethoxy-benzene by BuLi in ether was extended to higher members of this class, PhO(CH2)nNMe2 with n = 2-4. The resulting organolithiums react normally with electrophilic reagents, benzaldehyde (n = 2-4), benzophenone (n = 2-4) and dichlorodiphenylsilane (n = 2) in yields of 63-77%; reaction with 0.5 molar equiv of mercuric dichloride (n = 2) afforded the bis[o-[(2-dimethylamino)ethoxy]phenyl]mercury in a 78% yield, the crystal structure of which was determined

Main Group Metal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent) (phenoxyalkylamines). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Safety of (2-Chloroethoxy)benzene.

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