Day: November 15, 2022

Rastogi, Gaurav K. published the artcileVisible-Light-Driven Z -Selective Reaction of Methyl Ketones with DMSO: A Mild Synthetic Approach to Methylthio-Substituted 1,4-Enedione Promoted by Selectfluor, Synthetic Route of 1468-83-3, the main research area is methylthio enedione preparation diastereoselective photochem; methyl ketone dimethyl sulfoxide Kornblum reaction aldol.

Here a simple, visible-light-driven Z-selective synthesis of methylthio-substituted 1,4-enediones I (Ar = C6H5, 3-ClC6H4, 2-furyl, etc.) in a single step promoted by Selectfluor is disclosed. DMSO is used as both the ‘thio’ source and the solvent. Mol. iodine and potassium persulfate are used as catalyst and oxidant, resp. White light (CFL-30W) is used as the light source. The proposed mechanism involves a Kornblum reaction followed by aldol reaction.

Synthesis published new progress about Aldol condensation catalysts, stereoselective. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Synthetic Route of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Su, Jianke published the artcileDifluorocarbene enables to access 2-fluoroindoles from ortho-vinylanilines, Name: 3-Acetylthiophene, the main research area is vinylaniline difluorocarbene chemoselective cycloaddition; fluoroindole preparation.

Herein, an efficient and general strategy for the construction of 2-fluoroindoles in which a wide variety of 2-fluoroindoles were accessed with high efficiency and chemoselectivity was reported. Instead of starting from indole skeletons, in this strategy constructed indole scaffolds alongside the incorporation of fluorine atom on C2 position in a formal [4+1] cyclization from readily accessible ortho-vinylanilines and difluorocarbene. In this protocol, com. accessible halodifluoroalkylative reagents provide one carbon and one fluorine atom by cleaving one C-N tertiary bond and forming one C-N bond and one C-C double bond with ortho-vinylanilines. Downstream transformations on 2-fluoroindoles led to various valuable bioactive mols. which demonstrated significant synthetic advantages over previous reports. And mechanistic studies suggest that the reaction undergoes a cascade difluorocarbene-trapping and intramol. Michael addition reaction followed by Csp3-F bond cleavage.

Nature Communications published new progress about [4+1] Cycloaddition reaction (chemoselective). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Name: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Xu, Yi published the artcileVinylethylene Carbonates as α,β-Unsaturated Aldehyde Surrogates for Regioselective [3 + 3] Cycloaddition, Recommanded Product: 3-Acetylthiophene, the main research area is vinylethylene carbonate alpha beta unsaturated aldehyde regioselective cycloaddition; polysubstituted terphenyl preparation.

Herein, the authors report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. The authors could also use this method for a [3 + 3] oxidative cycloaddition, which allows the facile synthesis of polysubstituted terphenyls under mild conditions. Mechanistic studies suggest that vinylethylene carbonates could generate α,β-unsaturated aldehydes as 3-carbon synthons for cycloaddition via a combination process of Pd-catalyzed decarboxylation and β-H elimination.

Organic Letters published new progress about [3+3] Cycloaddition reaction (regioselective). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Sellman, R. published the artcileInduction of microsomal epoxide hydrolase by tienilic acid in the rat, Application In Synthesis of 40180-04-9, the main research area is tienilic acid microsome epoxide hydrolase.

The effects of tienilic acid (I) [40180-04-9] on drug-metabolizing enzymes in rat liver and kidneys were studied. Short-term treatment for 2 wk (450 mg/kg/day) increased the activity of microsomal epoxide hydrolase  [9048-63-9] at least 2-fold in both rat liver and kidneys. The effect of tienilic acid on the activity of microsomal epoxide hydrolase in the liver was correlated with the dose at 20-450 mg/kg/day for 14 days. Tienilic acid had only marginal effects on cytochrome P-450-mediated monooxygenases. Tienilic acid caused an approx. 2-fold increase in glucuronide conjugation of 4-methylumbelliferone in the liver. No increase in the activity of rat hepatic microsomal UDP-glucuronosyltransferase toward o-aminophenol was detected. According to these results, tienilic acid can be regarded as one of the most specific inducers of microsomal epoxide hydrolase.

Journal of Applied Toxicology published new progress about Drug-metabolizing enzymes Role: PROC (Process). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Application In Synthesis of 40180-04-9.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Xu, Kai published the artcileDesymmetrization of meso-Dicarbonatecyclohexene with β-Hydrazino Carboxylic Esters via a Pd-Catalyzed Allylic Substitution Cascade, Category: benzothiophene, the main research area is desymmetrization cyclohexene carbonate hydrazino carboxylic ester allylic substitution cascade.

The desymmetrization of meso-dicarbonatecyclohexene with β-hydrazino carboxylic esters has been achieved via a RuPHOX/Pd-catalyzed allylic substitution cascade for the construction of chiral hexahydrocinnoline derivatives with high performance. Mechanistic studies reveal that the reaction exploits a pathway different from that of our previous work and that the first nitrogen nucleophilic process is the rate-determining step. The protocol could be conducted on a gram scale without any loss of catalytic behavior, and the corresponding chiral hexahydrocinnolines can undergo diverse transformations.

Organic Letters published new progress about Allylic substitution reaction (stereoselective). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Wenchao published the artcileMedium-Bandgap (Acceptor’-Donor)2Acceptor-Type Small-Molecule Donors Based on an Asymmetric Thieno[3,2-c]isochromene Building Block for Organic Solar Cells with High Efficiency and Voltage, Category: benzothiophene, the main research area is medium bandgap donor acceptor complex solar cell; organic solar cell heterojunction donor acceptor complex.

Small-mol. donors have a critical effect on the properties of the small-mol.-based organic solar cells (SM-OSCs). In order to develop novel small-mol. donors, two (A’-D)2A-type (A = acceptor; D = donor) small mols. (IDO-TiC-T)2-DFBT and (Rh-TiC-T)2-DFBT are designed and synthesized, in which 5,6-difluoro-2,1,3-benzothiadiazole (DFBT) and novel asymmetry electron-rich thieno[3,2-c] isochromene (TiC) are introduced as the central electron-accepting (A) and the armed electron-donating (D) units, resp. Also, their photoelectronic properties are studied. A significant effect of the TiC and electron-accepting (A’) end units on these properties is observed A deep HOMO energy level of -5.45 eV with a medium bandgap of 1.77 eV is exhibited. A significantly improved power conversion efficiency (PCE) of 7.55% is received in the (IDO-TiC-T)2-DFBT/PC71BM-based OSCs with a high open circuit voltage (VOC) of 0.9 V, which is 1.38 times higher than that in the (Rh-TiC-T)2-DFBT/PC71BM-based cells. Our results illuminate that the asym. TiC unit has a great potential to build up small-mol. donors for OSCs with high PCE and VOC.

ACS Applied Energy Materials published new progress about Band gap (of small-mol. donors, for solar cells). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Ni, Zhi-Jing published the artcileEffects of sugars on the flavor and antioxidant properties of the Maillard reaction products of camellia seed meals, Computed Properties of 1468-83-3, the main research area is sugar flavor antioxidant property Maillard reaction camellia seed meal; Antioxidant; Camellia seed meal; Maillard reaction; Maillard reaction products; Protein structure.

In the present study, camellia seed meal Maillard reaction products (MRPs) were prepared using camellia seed meal protein as a raw material. The effects of MR on protein structure and volatile components of camellia seed meal were investigated by fluorescence, UV absorption, IR spectroscopy, and gas chromatog.-mass spectrometry. Not only the change of amino acid content in MRPs, but also the antioxidant capacity of MRPs and the antioxidant capacity after in vitro digestion were determined Our result showed that the ratio of essential amino acids in R-MRPs was increased and the antioxidant activity was the highest. For the potential of MRPs as flavoring, our sensory evaluation results showed improved flavor and antioxidant activity of camellia seed meal after MR which can be used as flavoring agents at industrial level.

Food Chemistry: X published new progress about Alcohols Role: ANT (Analyte), ANST (Analytical Study). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Computed Properties of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Chen, Lu published the artcileA modular biomimetic strategy for the synthesis of macrolide P-glycoprotein inhibitors via Rh-catalyzed C-H activation, Name: 3-Acetylthiophene, the main research area is allyl alc preparation diastereoselective chemoselective; vinylethylene carbonate preparation carboxylic acid allylation rhodium catalyst.

An Rh(III)-catalyzed native carboxylic acid-directed and solvent-free C-H activation allylation with high stereoselectivity and chemoselectivity is achieved. The generated poly-substituted allylic alc., e.g., I as a multifunctional and biomimetic building block is crucial for the synthesis of (Z)-allylic-supported macrolides, e.g., II. Moreover, the unique allylic-supported macrolides significantly potentiate the sensitivity of tumor cells to cytotoxic agents such as vinorelbine and docetaxel by reversing p170-glycoprotein-mediated MDR.

Nature Communications published new progress about Allylation catalysts, stereoselective (chemoselective). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Name: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Lecoeur, Sylvaine published the artcileSpecificity of in vitro Covalent Binding of Tienilic Acid Metabolites to Human Liver Microsomes in Relationship to the Type of Hepatotoxicity: Comparison with Two Directly Hepatotoxic Drugs, Name: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, the main research area is tienilate metabolite binding liver microsome hepatotoxicity; cytochrome P4502C9 tienilate binding antibody formation.

To better understand the first steps leading to drug-induced immunoallergic hepatitis, the authors studied the target of anti-LKM2 autoantibodies appearing in tienilic acid-induced hepatitis, and the target of tienilic acid-reactive metabolites. It was identified as cytochrome P 450 2C9, (P 450 2C9): indeed,anti-LKM2 specifically recognized P 450 2C9, but none of the other P450s tested (including other 2C subfamily members, 2C8 and 2C18). Tienilic acid-reactive metabolite(s) specifically bound to P 4502C9, and experiments with yeast expressing active isolated P450s showed that P 450 2C9 was responsible for tienilic acid-reactive metabolite(s) production Results of qual. and quant. covalent binding of tienilic acid metabolite(s) to human liver microsomes were then compared to those obtained with two drugs leading to direct toxic hepatitis, namely, acetaminophen and chloroform. Kinetic constants (Km and Vmax) were measured, and the covalent binding profile of the metabolites to human liver microsomal proteins was studied. Tienilic acid had both the lowest Km and the highest covalent binding rate at pharmacol. doses. For acetaminophen and chloroform, several microsomal proteins were covalently bound, while covalent binding was highly specific for tienilic acid and dihydralazine, another drug leading to immunoallergic hepatitis. Although low numbers of drugs were tested, these results led the authors to think that there may exist a relation between the specificity of covalent binding and the type of hepatotoxicity.

Chemical Research in Toxicology published new progress about Autoantibodies, monoclonal Role: BIOL (Biological Study). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Name: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Nicholson, Kieran published the artcileA Boron-catalyzed, Diastereo- and Enantioselective Allylation of Ketones with Allenes, Recommanded Product: 3-Acetylthiophene, the main research area is homoallylic alc preparation diastereoselective regioselective enantioselective mechanistic study; allene ketone allylation boron catalyst.

Here, a boron-catalyzed allylation of ketones R1C(O)R2 (R1 = Ph, furan-2-yl, benzodioxol-5-yl, etc.; R2 = Me, 4-fluorophenyl) and 1-indanone with allenes R3C(R4)=C=CH2 [R3 = cyclohexyl, phenylethyl, Me; R4 = H, Me; R3R4 = -(CH2)5-] is presented. Excellent yield, regioselectivity and diastereoselectivity were found across functionalized allylic alcs. R(R1)C(OH)C(R3)(R4)CH=CH2 and 1-(3-cyclohexylprop-1-ene)indanol. The reaction was further developed to accommodate an enantioenriched boron catalyst and thus gave asym. ketone allylation in good yield allylic alcs., diastereoselectivity and enantioselectivity. Mechanistic studies supported a hydroboration-allylation-transborylation pathway.

ACS Catalysis published new progress about Allenes Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem