Month: November 2022

Zhang, Mengru published the artcileCopper-catalyzed [3+1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives, Application of 3-Acetylthiophene, the main research area is difluoro lactam preparation diastereoselective; cyclopropene bromodifluoroacetamide preparation cyclization copper catalyst; diazo compound bromodifluoroacetamide preparation cyclization copper catalyst.

A novel copper-catalyzed cyclization of cyclopropenes I (R1 = Ph, naphthalen-2-yl, thiophen-3-yl, etc.; R2 = Me, Ph, 4-fluorophenyl, etc.; R1R2 = 1,2,3,4-tetrahydronaphthalen-1-yl)/diazo compounds 3-R3C6H4C(=N2)C(O)OR4 (R3 = H, F, Cl; R4 = Me, Et, Bn) and bromodifluoroacetamides R5NHC(O)C(F2)Br (R5 = n-Pr, Ph, 3,4-dichlorophenyl, etc.), efficiently synthesizing a series of α,α-difluoro-β-lactams (E)-II and (E)-III in moderate to excellent yields under mild reaction conditions was developed. This reaction represents the first example of [3+1] cyclization for the synthesis of β-lactams utilizing a metal carbene intermediate as the C1 synthon.

Chemical Science published new progress about Cyclization catalysts, stereoselective (3+1). 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

Sohail, Muhammad published the artcileDynamic Kinetic Asymmetric Transformation of Racemic Diastereomers: Diastereo- and Enantioconvergent Michael-Henry Reactions to Afford Spirooxindoles Bearing Furan-Fused Rings, Recommanded Product: 3-Acetylthiophene, the main research area is cyclohexanedione oxindole enone one pot diastereoselective reaction; oxindole dihydrobenzofuranone preparation nitrostyrene enantioselective Michael Henry tandem reaction; hydroxy nitro spirooxatricyclo dodecadiene indolinone preparation; Michael addition; asymmetric catalysis; dynamic kinetic asymmetric transformation; organocatalysis; spiro compounds.

Dynamic kinetic asym. transformation (DYKAT) reactions of racemic diastereomer mixtures that afforded the products as essentially single diastereomers with high enantioselectivities were described. DYKAT in the diastereo- and enantioselective synthesis of spirooxindoles bearing furan-fused rings was demonstrated. The starting materials of the DYKAT, dihydrobenzofuranone derivatives, were synthesized in racemic diastereomer mixtures, and these were transformed to the spirooxindole derivatives in high yields with high diastereo- and enantioselectivities through Michael-Henry cascade reactions with nitrostyrenes under organocatalytic conditions. In the reactions, regardless the stereochem. of the starting materials, all the four isomers were transformed to single diastereomers with high enantioselectivities and four new chiral centers were created.

Angewandte Chemie, International Edition published new progress about Diastereoselective synthesis. 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

Hu, Han-Wei published the artcilePhotocatalytic decarboxylative alkylation of electron-rich heteroarenes with alkyl N-hydroxyphthalimide esters, COA of Formula: C6H6OS, the main research area is pthalimido alkyl carboxylate heteroarene iridium catalyst photochem decarboxylative alkylation; alkyl heteroarene preparation.

A direct C-H alkylation of heteroarenes via photocatalytic decarboxylative couplings was reported. A series of primary, secondary, tertiary alkyl carboxylic acids and drug-derived N-hydroxyphthalimide esters were selectively coupled with various electron-rich heteroarenes, including furans, benzofurans and thiophenes. With advantages of mild reaction conditions, broad scopes of substrates and easy handling, this transformation represented a valuable method in organic synthesis.

Tetrahedron Letters published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Dong, Xiao-Yang published the artcileA general asymmetric copper-catalysed Sonogashira C(sp3)-C(sp) coupling, Related Products of benzothiophene, the main research area is Sonogashira coupling asym copper catalyst.

Continued development of the Sonogashira coupling has made it a well established and versatile reaction for the straightforward formation of C-C bonds, forging the carbon skeletons of broadly useful functionalized mols. However, asym. Sonogashira coupling, particularly for C(sp3)-C(sp) bond formation, has remained largely unexplored. Here the authors demonstrate a general stereoconvergent Sonogashira C(sp3)-C(sp) cross-coupling of a broad range of terminal alkynes and racemic alkyl halides (>120 examples) that are enabled by copper-catalyzed radical-involved alkynylation using a chiral cinchona alkaloid-based P,N-ligand. Industrially relevant acetylene and propyne are successfully incorporated, laying the foundation for scalable and economic synthetic applications. The potential utility of this method is demonstrated in the facile synthesis of stereoenriched bioactive or functional mol. derivatives, medicinal compounds and natural products that feature a range of chiral C(sp3)-C(sp/sp2/sp3) bonds. This work emphasizes the importance of radical species for developing enantioconvergent transformations.

Nature Chemistry published new progress about Alkynylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Related Products of benzothiophene.

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

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

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