Day: November 10, 2022

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

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

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

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

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

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

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

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

Dong, Xiao-Yang published the artcileCopper-Catalyzed Asymmetric Coupling of Allenyl Radicals with Terminal Alkynes to Access Tetrasubstituted Allenes, Synthetic Route of 1468-83-3, the main research area is enyne alkyne alkyl bromide copper carboalkynylation catalyst; allene stereoselective preparation; 1,4-enynes; alkyl bromides; allenes; asymmetric radical reactions; copper.

In contrast to the wealth of asym. transformations for generating central chirality from alkyl radicals, the enantiocontrol over the allenyl radicals for forging axial chirality represents an uncharted domain. The challenge arises from the unique elongated linear configuration of the allenyl radicals that necessitates the stereo-differentiation of remote motifs away from the radical reaction site. We herein describe a copper-catalyzed asym. radical 1,4-carboalkynylation of 1,3-enynes via the coupling of allenyl radicals with terminal alkynes, providing diverse synthetically challenging tetrasubstituted chiral allenes. A chiral N,N,P-ligand is crucial for both the reaction initiation and the enantiocontrol over the highly reactive allenyl radicals. The reaction features a broad substrate scope, covering a variety of (hetero)aryl and alkyl alkynes and 1,3-enynes as well as radical precursors with excellent functional group tolerance.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Zhang, Guan published the artcileN2H4-H2O Enabled Umpolung Cyclization of o-Nitro Chalcones for the Construction of Quinoline N-Oxides, Application In Synthesis of 1468-83-3, the main research area is quinoline oxide green preparation; nitrochalcone hydrazine hydrate umpolung cyclization.

Umpolung was a unique strategy which converts the property of an atom into the opposite one. An efficient and general method for the construction of quinoline N-oxides I [R = Me, Ph, 2-pyridyl, etc.; R1 = 6-F, 6-Br, 6,7-di-OMe, etc.] via umpolung of carbonyl groups was developed from ortho-nitro chalcones and hydrazine in basic conditions. The strategy was transition-metal free and had good functional group tolerance, environmental friendliness, as well as mild reaction conditions with nitrogen gas as the byproduct.

Organic Letters published new progress about Cyclization. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem