Ramesh, Deepthi’s team published research in European Journal of Medicinal Chemistry in 2020-07-15 | CAS: 1468-83-3

European Journal of Medicinal Chemistry published new progress about Homo sapiens. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Ramesh, Deepthi published the artcileIndole chalcones: Design, synthesis, in vitro and in silico evaluation against Mycobacterium tuberculosis, Recommanded Product: 3-Acetylthiophene, the main research area is indole chalcones tuberculostatics Mycobacterium; Anti-tubercular; Cytotoxicity; H(37)Rv strain; Indole chalcones; KasA protein; Luciferase reporter mycobacteriophages (LRP); Mycobacterium tuberculosis; SARs.

Indole chalcones were designed and synthesized as a promising set of compounds against H37Rv strain of Mycobacterium tuberculosis. Within this library of compounds, (E)-1-(furan-3-yl)-3-(1H-indol-3-yl)prop-2-en-1-one (18), (E)-3-(1H-indol-3-yl)-1-(thiophen-2-yl)prop-2-en-1-one (20) and (E)-2-((1H-indol-2-yl)methylene)cyclopentan-1-one (24) displayed high anti-tubercular activity at 50 μg/mL with MIC values of 210, 197 and 236 μM resp. The in-silico studies revealed that compound 18 exhibit binding modes similar to FAS-II inhibitors like INH or Thiolactomycin against KasA protein. Cytotoxicity assay results suggest that the compounds 18, 20 and 24 are non-cytotoxic to human megakaryocytes and murine B cells.

European Journal of Medicinal Chemistry published new progress about Homo sapiens. 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

 

Gao, Min’s team published research in Organic Letters in 2019-07-19 | CAS: 1468-83-3

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 of 3-Acetylthiophene.

Gao, Min published the artcileGeneral [4 + 1] Cyclization Approach To Access 2,2-Disubstituted Tetrahydrofurans Enabled by Electrophilic Bifunctional Peroxides, Application of 3-Acetylthiophene, the main research area is electrophilic iodomethylallyl peroxide cyclization; chiral THF stereoselective preparation.

A general [4 + 1] cyclization reaction of carbonyl nucleophiles with 2-iodomethylallyl peroxides, which function as unique electrophilic oxygen synthons, for the synthesis of a broad range of 2,2-disubstituted tetrahydrofurans is achieved under operationally simple conditions. The unprecedented asym. version of such reaction is also realized via chiral auxiliary-assisted cyclization, thus providing a distinct approach to access chiral tetrahydrofurans with high diastereoselectivities. The new method can be applied to the synthesis of core structure of posaconazole drug.

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 of 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Chen, Shixiong’s team published research in Journal of Polymer Science (Hoboken, NJ, United States) in 2021-09-01 | CAS: 1468-83-3

Journal of Polymer Science (Hoboken, NJ, United States) published new progress about Absorption. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Related Products of benzothiophene.

Chen, Shixiong published the artcileEffects of C3 -aromatic heterocycles on 1,3,5-triaryl-2-pyrazoline sulfonium salt photoacid generators as light-emitting diode-sensitive cationic photoinitiators, Related Products of benzothiophene, the main research area is aromatic heterocycle triaryl pyrazoline sulfonium salt photoacid cationic photoinitiator.

Four 1,5-diphenyl-3-aromatic heterocyclyl-2-pyrazoline-based sulfonium salt photoacid generators (PAGs) with different aromatic heterocycles substituted on C3 atom and di-Me sulfonium group on C5 atom were synthesized. These PAGs were highly photosensitive in the 365-425 nm light-emitting diode region, and the intramol. charge transfer from the pyrazoline ring to sulfonium salts induced efficient photolysis and high ΦH+. The heterocycles as well as their substituted positions significantly influenced the energy of the S2 orbital, which was determined by the electrochem. and absorption properties of the PAGs. The raising of the S2 orbital energy enlarged the energy gap of S0-S2 and S1-S2, resulting in blue shift of the absorption spectra and increase in the quantum yield of photoacid generation (ΦH+), resp. When the energy of excited electrons was higher than that of the S2 orbital, the transition from S0 to S2 (π-π*) occurred before the C-S cleavage on S1 and the PAGs showed high ΦH+ values (0.52-0.72). The transition from S0 to S1 (π-σ*) occurred when the energy of electrons is lower than that of the S2 orbital, and the PAGs showed low ΦH+ value. The photopolymerization kinetics demonstrated that these PAGs were highly efficient cationic photoinitiators.

Journal of Polymer Science (Hoboken, NJ, United States) published new progress about Absorption. 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

 

Atallah, Emile’s team published research in Fuel Processing Technology in 2021-06-01 | CAS: 1468-83-3

Fuel Processing Technology published new progress about Adsorption. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Atallah, Emile published the artcileHydrothermal carbonization of spent mushroom compost waste compared against torrefaction and pyrolysis, Product Details of C6H6OS, the main research area is hydrochar cellulose spent mushroom compost waste hydrothermal carbonization pyrolysis.

The effects of operating conditions (temperature, residence time, and water contents) of hydrothermal carbonization (HTC) of spent mushroom compost (SMC) waste on the hydrochars (HCs) and liquid effluent characteristics were exptl. revised and ranked in increasing order: residence time < dilution factor < temperature HTC upgraded the energy capabilities by doubling their heating values and increasing their fixed carbon contents four times. HTC also enhanced the soil amendment characteristics of SMC feedstock in terms of increasing the adsorption polar heads concentration, enriching its calcium and heavy metals contents after a thorough inorganic contents evaluation, doubling the surface area and increasing the pore size by a factor of five. When compared against biocoal from torrefaction in another study, HCs contained less toxic oxygenated compounds and had an 11% higher HHV at lower temperature (i.e. lower energy cost). On the other hand, HCs showed higher surface area (25 m2/g at 250 °C in HTC compared to 16 m2/g at 550 °C in pyrolysis), close adsorption characteristic, and comparable energy capabilities (22.72 MJ/kg at 700 °Cs in pyrolysis compared to 20.7 MJ/kg at 250 °C in HTC) to pyrolysis at significantly lower temperature GCMS along with UV were used to verify the reviewed degradation mechanism and evaluate the effect of process parameters on this mechanism and on the composition and toxicity of the HTC liquid effluent. They showed that acetic and formic acids, ethanol, phenol, and acetaldehyde were the major compounds that had resulted from the degradation of cellulose, hemicellulose, and lignin. Their concentrations increased with temperature and residence time, but was dependent on temperature in the case of increasing the dilution factor. Nevertheless, HTC degradation enhanced the total acids-phenols concentration in the liquid effluent by 700%. Fuel Processing Technology published new progress about Adsorption. 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, Shifang’s team published research in Journal of Organic Chemistry in 2020-10-02 | CAS: 1468-83-3

Journal of Organic Chemistry published new progress about Alkylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Wang, Shifang published the artcileCopper-Catalyzed Ring-Opening Defluorinative Alkylation of Siloxydifluorocyclopropanes: Synthesis of γ-Fluoro-δ-Ketoesters and γ,δ-Diketonitriles, Category: benzothiophene, the main research area is fluoro ketoester diketonitrile preparation ring opening defluorinative alkylation; copper catalyzed defluorinative alkylation siloxydifluorocyclopropane bromo carboxylic ester amide.

In view of the importance of both fluorinated synthons and homoenolate equivalent, synthetic application of difluorocyclopropanols is desired but remains challenging due to their thermodn. instability. Herein, we use siloxydifluorocyclopropanes as difluorocyclopropanol precursors to carry out new Cu-catalyzed ring-opening defluorinative alkylation. With α-bromo carboxylic esters as coupling partners, the reaction affords γ-fluoro-δ-ketoesters via a CuI/CuII catalytic cycle. Interestingly, by the use of α-bromoamides, the ring-opening defluorinative alkylation is followed by an addnl. intramol. C-N oxidative coupling to deliver a lactam intermediate, which further undergoes defluorination, hydrolysis, ring opening, and dehydration cascade via a CuI/CuII/CuIII catalytic pathway, leading to γ,δ-diketonitriles as the final products.

Journal of Organic Chemistry published new progress about Alkylation. 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, Guang-Zu’s team published research in Science China: Chemistry in 2021-03-31 | CAS: 1468-83-3

Science China: Chemistry published new progress about Alkylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Quality Control of 1468-83-3.

Wang, Guang-Zu published the artcilePhotocatalytic decarboxylative alkylations of C(sp3)-H and C(sp2)-H bonds enabled by ammonium iodide in amide solvent, Quality Control of 1468-83-3, the main research area is alkylate glycine heteroarene regioselective; aryl glycine heteroarene hydroxyphthalimide redox ester; ammonium iodide salt catalyst decarboxylative alkylation.

A simple ammonium iodide salt in amide solvent catalyzes regioselective decarboxylative alkylation of C(sp3)-H bonds of N-aryl glycine derivatives, of C(sp2)-H bond of heteroarenes, and cascade radical addition to unsaturated bond followed by intramol. addition to arene, with a broad scope of N-hydroxyphthalimide derived redox active esters under visible light irradiation The reactions are suggested to proceed through photoactivation of a transiently assembled chromophore from electron-deficient phthalimide moiety and iodide anion through an anion-π interaction in solvent cage followed by diffusion to generate solvated free radical species to react with C-H substrates. The simplicity, practicality, and broad substrate scope of this method highlight the synthetic power of photocatalysis through transiently assembled chromophore, and will hopefully inspire further developments of low cost photocatalysis based on various non-covalent interactions, which are prevalent in supramol. chem. and biosystems, for sustainable organic synthesis.

Science China: Chemistry published new progress about Alkylation. 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

 

Abrams, Roman’s team published research in Angewandte Chemie, International Edition in 2020-06-29 | CAS: 1468-83-3

Angewandte Chemie, International Edition published new progress about Photocatalysts. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, COA of Formula: C6H6OS.

Abrams, Roman published the artcilePhotocatalytic Difunctionalization of Vinyl Ureas by Radical Addition Polar Truce-Smiles Rearrangement Cascades, COA of Formula: C6H6OS, the main research area is vinyl urea difunctionalization photocatalyst radical polar Truce Smiles rearrangement; SNAr; photochemistry; rearrangement; trifluoromethylation; urea.

The authors report tandem alkyl-arylations and phosphonyl-arylations of vinyl ureas by way of a photocatalytic radical-polar crossover mechanism. Addition of photoredox-generated radicals to the alkene forms a new C-C or C-P bond and generates a product radical adjacent to the urea function. Reductive termination of the photocatalytic cycle generates an anion that undergoes a polar Truce-Smiles rearrangement, forming a C-C bond. The reaction is successful with a range of α-fluorinated alkyl sodium sulfinate salts and diarylphosphine oxides as radical precursors, and the conformationally accelerated Truce-Smiles rearrangement is not restricted by the electronic nature of the migrating aromatic ring. Formally the reaction constitutes an α,β-difuctionalization of a carbon-carbon double bond, and proceeds under mild conditions with visible light and a readily available organic photocatalyst. The products are α,α-diaryl alkylureas typically functionalized with F or P substituents that may be readily converted into α,α-diaryl alkylamines.

Angewandte Chemie, International Edition published new progress about Photocatalysts. 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

 

Ramachandran, P. Veeraraghavan’s team published research in Journal of Organic Chemistry in 2022-10-07 | CAS: 1468-83-3

Journal of Organic Chemistry published new progress about Hydroboration. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Formula: C6H6OS.

Ramachandran, P. Veeraraghavan published the artcileTiCl4-Catalyzed Hydroboration of Ketones with Ammonia Borane, Formula: C6H6OS, the main research area is secondary alc preparation; ketone titanium chloride ammonia borane hydroboration reduction.

Investigation of a variety of Lewis acids for the hydroboration-hydrolysis (reduction) of ketones with amine-boranes has revealed that catalytic (10 mol %) titanium tetrachloride (TiCl4) in di-Et ether at room temperature immensely accelerates the reaction of ammonia borane. The product alcs. are produced in good to excellent yields within 30 min, even with ketones which typically requires 24 h or longer to reduce under uncatalyzed conditions. Several potentially reactive functionalities are tolerated, and substituted cycloalkanones are reduced diastereoselectively to the thermodn. product. A deuterium labeling study and 11B NMR anal. of the reaction have been performed to verify the proposed hydroboration mechanism.

Journal of Organic Chemistry published new progress about Hydroboration. 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

 

Pinkert, Tobias’s team published research in Journal of the American Chemical Society in 2021-05-26 | CAS: 1468-83-3

Journal of the American Chemical Society published new progress about Alkenylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Safety of 3-Acetylthiophene.

Pinkert, Tobias published the artcileUse of Strain-Release for the Diastereoselective Construction of Quaternary Carbon Centers, Safety of 3-Acetylthiophene, the main research area is methoxyiminoethyl arene bicyclobutanone ethyl glyoxylate rhodium catalyst three component; hydroxy methoxyiminoethyl arylvinyl succinate preparation diastereoselective.

The formation of quaternary carbon centers with excellent diastereoselectivity via a strain-release protocol were discussed. An organometallic species was generated by Cp*Rh(III)-catalyzed C-H activation, which was then coupled with strained bicyclobutanes (BCBs) and a prochiral carbon electrophile in a three-component reaction. A rare example of BCBs in transition metal catalysis and demonstrates their broad potential to access novel reaction pathways were illustrated. The method developed exhibited a ample functional group tolerance, and the obtained products were further transformed into valuable α-quaternary β-lactones. Preliminary mechanistic investigations suggested a two fold C-C bond cleavage sequence involving σ-bond insertion and an ensuing β-carbon elimination event.

Journal of the American Chemical Society published new progress about Alkenylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Safety of 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Mondal, Arup’s team published research in Angewandte Chemie, International Edition in 2021-01-11 | CAS: 1468-83-3

Angewandte Chemie, International Edition published new progress about Alkynylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Synthetic Route of 1468-83-3.

Mondal, Arup published the artcileCatalyst-Controlled Regiodivergent C-H Alkynylation of Thiophenes, Synthetic Route of 1468-83-3, the main research area is thiophene regiodivergent alkynylation palladium catalyst; C−H activation; alkynylation; regiodivergent; regioselectivity; thiophenes.

Alkynes are highly attractive motifs in organic synthesis due to their presence in natural products and bioactive mols. as well as their versatility in a plethora of subsequent transformations. A common procedure to insert alkynes into (hetero)arenes, such as the thiophenes studied herein, consists of a halogenation followed by a Sonogashira cross-coupling. The regioselectivity of this approach depends entirely on the halogenation step. Similarly, direct alkynylations of thiophenes were described that follow the same regioselectivity patterns. Herein the authors report the development of a palladium catalyzed C-H activation/alkynylation of thiophenes. The method is applicable to a broad range of thiophene substrates. For 3-substituted substrates where controlling the regioselectivity between the C2 and C5 position is particularly challenging, two sets of reaction conditions enable a regiodivergent reaction, giving access to each regioisomer selectively. Both protocols use the thiophene as limiting reagent and show a broad scope, rendering the authors’ method suitable for late-stage modification.

Angewandte Chemie, International Edition published new progress about Alkynylation. 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