Category: 1468-83-3

Chesman, Anthony S. R. published the artcileSome Products from C=O Condensations of Quinacridones, Recommanded Product: 3-Acetylthiophene, the main research area is quinacridone condensation nucleophile phosphoryl chloride.

Quinacridone chem. has been developed which provides a source of new compounds that have potential application in organic photovoltaic (OPV) devices. Phosphoryl chloride is used for the conversion of carbonyl groups in N,N’-dialkylquinacridones, generating reactive intermediates that enable selective condensation with either one or two nucleophilic mols. under mild conditions. Thus, e.g., treatment of 5,12-dioctylquinacridone with Me cyanoacetate in presence of POCl3 afforded I (74%).

Australian Journal of Chemistry published new progress about Acridones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Wang, Ying-Ying published the artcileRh(III)-Catalyzed multi-site-selective C-H bond functionalization: condition-controlled synthesis of diverse fused polycyclic benzimidazole derivatives, Quality Control of 1468-83-3, the main research area is phenoxybenzimidazole hydroxybutynoate rhodium catalyst tandem activation cyclization Michael addition; spirobenzobenzoimidazooxazine furanone preparation; dihydrofuranyl spirobenzobenzoimidazooxazine furanone preparation; spirobenzoimidazo difuronaphthooxazine furan trione preparation.

Novel fused polycyclic- and multi-substituted 2-oxyl naphthalene benzimidazole derivatives were selectively synthesized via Rh(III)-catalyzed tandem C-H activation/cyclization. The efficient strategy for the construction of diverse annulation products was precisely controlled by changing the reaction conditions.

Organic Chemistry Frontiers published new progress about Alkenylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Quality Control of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zheng, Wei-Feng published the artcileTetrasubstituted allenes via the palladium-catalysed kinetic resolution of propargylic alcohols using a supporting ligand, Application of 3-Acetylthiophene, the main research area is allenoic acid preparation enantioselective; propargylic alc kinetic resolution carboxylation reaction palladium catalyst.

A straightforward catalytic asym. synthesis of tetrasubstituted 2,3-allenoic acids I (R1 = Bu, iso-Pr, 2-phenylethyl, etc.; R2 = Ph, thiophen-3-yl, cyclohexyl, etc.; R3 = Me, Et; R2R3 = 1,2,3,4-tetrahydronaphthalen-1-ylidene) from readily available racemic propargylic alcs. R1CCC(R2)(R3)(OH) has been reported. Enabled by the co-catalysis of palladium and a Bronsted acid in the presence of a com. available chiral ligand (DTBM-SEGphos) and an achiral monophosphine supporting ligand (PPh3), the kinetic resolution of propargylic alcs. proceeded efficiently in the presence of water and 1 atm CO, affording tetrasubstituted 2,3-allenoic acids in excellent enantioselectivity and atom economy with a good functional group compatibility. Performing a second kinetic resolution on the unreacted alc. gave access to the other enantiomer of the product. These allenes are precursors to compounds with quaternary carbon centers and other chiral tetrasubstituted allene building blocks, which are of great interest.

Nature Catalysis published new progress about Allenes Role: SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application of 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Gonzalez-Granda, Sergio published the artcileAlcohol Dehydrogenases and N-Heterocyclic Carbene Gold(I) Catalysts: Design of a Chemoenzymatic Cascade towards Optically Active β,β-Disubstituted Allylic Alcohols, Category: benzothiophene, the main research area is propargylic alc Meyer Schuster rearrangement gold catalyst enzymic reduction; allylic alc enantioselective synthesis; alcohols; enzymes; gold; rearrangements; stereoselectivity.

The combination of gold(I) and enzyme catalysis is used in a two-step approach, including Meyer-Schuster rearrangement of a series of readily available propargylic alcs. followed by stereoselective bioreduction of the corresponding allylic ketone intermediates, to provide optically pure β,β-disubstituted allylic alcs. This cascade involves a gold N-heterocyclic carbene and an enzyme, demonstrating the compatibility of both catalyst types in aqueous medium under mild reaction conditions. The combination of [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene][bis(trifluoromethanesulfonyl)-imide]gold(I) (IPrAuNTf2) and a selective alc. dehydrogenase (ADH-A from Rhodococcus ruber, KRED-P1-A12 or KRED-P3-G09) led to the synthesis of a series of optically active (E)-4-arylpent-3-en-2-ols in good yields (65-86%). The approach was also extended to various 2-hetarylpent-3-yn-2-ol, hexynol, and butynol derivatives The use of alc. dehydrogenases of opposite selectivity led to the production of both allyl alc. enantiomers (93->99% ee) for a broad panel of substrates.

Angewandte Chemie, International Edition published new progress about Allylic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Schmalzbauer, Matthias published the artcileRedox-Neutral Photocatalytic C-H Carboxylation of Arenes and Styrenes with CO2, Recommanded Product: 3-Acetylthiophene, the main research area is aryl carboxylic acid preparation; arene carbon dioxide redox neutral photocatalytic CH carboxylation; cinnamic acid diastereoselective preparation; styrene carbon dioxide redox neutral photocatalytic CH carboxylation.

A redox-neutral CH carboxylation of arenes and styrenes using a photocatalytic approach was described for the synthesis of aryl/unsaturated-carboxylic acids RCOOH [R = 1-naphthyl, CH=CHPh, 5-cyano-2-thienyl, etc.]. Upon blue-light excitation, the anthrolate anion photocatalyst was able to reduce many aromatic compounds to their corresponding radical anions, which react with CO2 to afford carboxylic acids. High-throughput screening and computational anal. suggest that a correct balance between electron affinity and nucleophilicity of substrates was essential. This novel methodol. enabled the carboxylation of numerous aromatic compounds, including many that were not tolerated in classical carboxylation chem. Over 50 examples of CH functionalizations using CO2 or ketones illustrated a broad applicability.

Chem published new progress about Carboxylation. 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

Dai, Zengjin published the artcileDirect reductive amination of ketones with ammonium salt catalysed by Cp*Ir(III) complexes bearing an amidato ligand, COA of Formula: C6H6OS, the main research area is half sandwich iridium complex amidato bidentate ligand preparation; racemic alpha chiral primary amine preparation; ketone direct reductive amination Leuckart Wallach reaction.

A series of half-sandwich Ir(III) complexes bearing an amidato bidentate ligand were conveniently synthesized and applied to the catalytic Leuckart-Wallach reaction to produce racemic α-chiral primary amines. With 0.1 mol% of complex I, a broad range of ketones, including aryl ketones, dialkyl ketones, cyclic ketones, α-keto acids, α-keto esters and diketones, could be transformed to their corresponding primary amines with moderate to excellent yields (40%-95%). Asym. transformation was also attempted with chiral Ir complexes, and 16% ee of the desired primary amine was obtained. Despite the unsatisfactory enantio-control achieved so far, the current exploration might stimulate more efforts towards the discovery of better chiral catalysts for this challenging but important transformation.

Organic & Biomolecular Chemistry published new progress about Ketones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, COA of Formula: C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Wei published the artcileDiastereo- and Enantioselective Construction of Vicinal All-Carbon Quaternary Stereocenters via Iridium/Europium Bimetallic Catalysis, Application of 3-Acetylthiophene, the main research area is allyl carbonate oxindole iridium catalyst diastereoselective enantioselective allylation; Allylic Alkylation; Allylic Electrophiles; Bimetallic Catalysis; N,N′-Dioxide; Quaternary Stereocenters.

The diastereo- and enantioselective construction of vicinal all-carbon quaternary stereocenters is a formidable task. We here report a synergistic bimetallic catalysis via a chiral N,N′-dioxide-europium (Eu) complex and a phosphoramidite-iridium (Ir) catalyst for the asym. allylation of oxindole derivatives by using challenging trisubstituted allylic esters. The allylated products bearing vicinal all-carbon quaternary stereocenters were obtained with good diastereoselectivities (up to 20 : 1 dr) and excellent enantioselectivities (up to 99 % ee). Control experiments showed that the complementary diastereomers of the products were not accessible by the change of the stereochem. of the chiral N,N′-dioxide ligand.

Angewandte Chemie, International Edition published new progress about Allylation catalysts, stereoselective. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application of 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zhao, Huaibo published the artcileA Desaturative Approach for Aromatic Aldehyde Synthesis via Synergistic Enamine, Photoredox and Cobalt Triple Catalysis, Product Details of C6H6OS, the main research area is benzaldehyde preparation; cyclohexene carbaldehyde cobalt catalyst desaturation photochem; Aldehydes; Cobalt Catalysis; Desaturation; Organocatalysis; Photoredox Catalysis.

An alternative and mechanistically distinct approach whereby aromatic aldehydes were assembled from saturated precursors via a desaturative process was provided. This novel strategy harnessed the high-fidelity of Diels-Alder cycloadditions to quickly construct multi-substituted cyclohexenecarbaldehyde cores which underwent desaturation via the synergistic interplay of enamine, photoredox and cobalt triple catalysis.

Angewandte Chemie, International Edition published new progress about Aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Kollar, Levente published the artcileDiscovery of selective fragment-sized immunoproteasome inhibitors, Formula: C6H6OS, the main research area is immunoproteasome inhibitor benzooxazolethione benzothiazolethione benzimidazolethione chymotrypsin subunit binding SAR; Chloro scan; Disulfide formation; Electrophilic warheads; Fragments; Immunoproteasome; Thiones.

Proteasomes contribute to maintaining protein homeostasis and their inhibition is beneficial in certain types of cancer and in autoimmune diseases. However, the inhibition of the proteasomes in healthy cells leads to unwanted side-effects and significant effort has been made to identify inhibitors specific for the immunoproteasome, especially to treat diseases which manifest increased levels and activity of this proteasome isoform. Here, we report our efforts to discover fragment-sized inhibitors of the human immunoproteasome. The screening of an inhouse library of structurally diverse fragments resulted in the identification of benzo[d]oxazole-2(3H)-thiones, benzo[d]thiazole-2(3H)-thiones, benzo[d]imidazole-2(3H)-thiones, and 1-methylbenzo[d]imidazole-2(3H)-thiones (with a general term benzoXazole-2(3H)-thiones) as inhibitors of the chymotrypsin-like (β5i) subunit of the immunoproteasome. A subsequent structure-activity relationship study provided us with an insight regarding growing vectors. Binding to the β5i subunit was shown and selectivity against the β5 subunit of the constitutive proteasome was determined Thorough characterization of these compounds suggested that they inhibit the immunoproteasome by forming a disulfide bond with the Cys48 available specifically in the β5i active site. To obtain fragments with biol. more tractable covalent interactions, we performed a warhead scan, which yielded benzoXazole-2-carbonitriles as promising starting points for the development of selective immunoproteasome inhibitors with non-peptidic scaffolds.

European Journal of Medicinal Chemistry published new progress about Benzothiazoles Role: PAC (Pharmacological Activity), THU (Therapeutic Use), BIOL (Biological Study), USES (Uses). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Formula: C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Tseitler, T. A. published the artcileSynthesis and Antiglycating Activity of 2-Aminopropylmorpholino-5-Aryl-6H-1,3,4-Thiadiazine Dihydrobromides and 2-Aminopropylmopholino-5-Thienyl-6H-1,3,4-Thiadiazine Dihydrobromides, SDS of cas: 1468-83-3, the main research area is propylmorpholino aryl thiadiazine dihydrobromide preparation antiglycating activity SAR; thienyl propylmorpholino thiadiazine dihydrobromide preparation antiglycating activity SAR.

A group of novel thiadiazine dihydrobromides compounds I [R = Ph, 2-thienyl, 4-chlorophenyl, etc.] were synthesized by cyclocondensation of 4-[3-(4-morpholino)propyl]-3-thiosemicarbazide with α-haloacetoarenones or α-haloacetylthiophenones. Two compounds of this group were found to produce effective inhibition of non-enzymic protein glycation in an in-vitro model system. These test results indicate that compounds I [R = Ph, 4-chlorophenyl] groups at position 5 of the thiadiazine ring resp., were candidates for in-vivo studies.

Pharmaceutical Chemistry Journal published new progress about Antidiabetic agents. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, SDS of cas: 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem