Zhang, Fangming’s team published research in RSC Advances in 2021 | CAS: 1468-83-3

RSC Advances published new progress about Alkenylation (stereo-, regioselective). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Zhang, Fangming published the artcileRh(III)-catalyzed regioselective C-H activation dialkenylation/annulation cascade for rapid access to 6H-isoindolo[2,1-a]indole, Category: benzothiophene, the main research area is isoindoloindole preparation regioselective diastereoselective; aryl indole acrylate dialkenylation cyclization tandem rhodium catalyst.

The 6H-isoindolo[2,1-a]indoles I [R = H, 2-Br, 2-NO2, 1,3-(CH3)2; R1 = H, 9-Me, 8-OMe, 8-F, etc.; R2 = Et, Me, n-Bu, t-Bu, Bn] and II were accessed via a Rh(III)-catalyzed N-H free indole directed C-H activation dialkenylation/annulation cascade in moderate to excellent yields. This protocol also features: reaction procedures that are insensitive to air and moisture, excellent regioselectivity and good functional group tolerance.

RSC Advances published new progress about Alkenylation (stereo-, regioselective). 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

 

Xiao, Miao’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 1468-83-3

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

Xiao, Miao published the artcileTransition-Metal-Free Hydrogen Autotransfer: Diastereoselective N-Alkylation of Amines with Racemic Alcohols, Application In Synthesis of 1468-83-3, the main research area is diastereoselective alkylation amines alc chiral amine synthesis; alcohols; alkylation; amines; deuterium; reaction mechanisms.

A practical method for the synthesis of α-chiral amines by alkylation of amines with alcs. in the absence of any transition-metal catalysts has been developed. Under the co-catalysis of a ketone and NaOH, racemic secondary alcs. reacted with Ellman’s chiral tert-butanesulfinamide by a hydrogen autotransfer process to afford chiral amines with high diastereoselectivities (up to >99:1) [e.g., 1-phenylethanol + (R)-(+)-tert-butanesulfinamide → I (70%, > 95:5 d.r.) in presence of acetophenone and NaOH in toluene]. Broad substrate scope and up to a 10 g scale production of chiral amines were demonstrated. The method was applied to the synthesis of chiral deuterium-labeled amines with high deuterium incorporation and optical purity, including examples of chiral deuterated drugs. The configuration of amine products is found to be determined solely by the configuration of the chiral tert-butanesulfinamide regardless of that of alcs., and this is corroborated by DFT calculations Further mechanistic studies showed that the reaction is initiated by the ketone catalyst and involves a transition state similar to that proposed for the Meerwein-Ponndorf-Verley (MPV) reduction, and importantly, it is the interaction of the sodium cation of the base with both the nitrogen and oxygen atoms of the sulfinamide moiety that makes feasible, and determines the diastereoselectivity of, the reaction.

Angewandte Chemie, International Edition published new progress about Alkylation catalysts, stereoselective. 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

 

Zhao, Guozhong’s team published research in LWT–Food Science and Technology in 2021-01-31 | CAS: 1468-83-3

LWT–Food Science and Technology published new progress about Browning (food) (nonenzymic browning). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, HPLC of Formula: 1468-83-3.

Zhao, Guozhong published the artcileEffect of wheat bran steam explosion pretreatment on flavors of nonenzymatic browning products, HPLC of Formula: 1468-83-3, the main research area is wheat bran steam explosion flavor nonenzymic browning.

Wheat bran, which contains a large amount of cellulose, is used as a raw material to produce soy sauce, but it is hard to degrade during fermentation Steam explosion (SE) is efficient in hydrolyzing the cellulose for enhancing enzymic digestion and solvent accessibility. In this study, we applied a SE at a sufficiently high pressure to damage the integrity of the wheat bran structure and modify it to assume a layered form. We found that cellulose, hemicellulose, and lignin structures were collapsed by SE pretreatment, which was indicated by their changes in Fourier transform IR spectroscopy (FTIR). The amounts of cellulose, hemicellulose, and lignin decreased by 5.8%, 21.4%, and 43.4%, resp., under 1.5 MPa, resulting in the significant reduction of sugar and amino acid nitrogen. The co-reaction of nonenzymic browning after SE pretreatment resulted in an intense increase in flavor (overall feeling), as determined by electronic nose anal. and sensory evaluation. In conclusion, SE pretreatment under 1.0 MPa was proven to be the most optimal state for the production of aroma compounds (volatile compounds), which are essential for soy sauce production

LWT–Food Science and Technology published new progress about Browning (food) (nonenzymic browning). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, HPLC of Formula: 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Liang, Shuang’s team published research in Agricultural Biotechnology in 2020-08-31 | CAS: 1468-83-3

Agricultural Biotechnology published new progress about Gas chromatography-mass spectrometry. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Liang, Shuang published the artcileGC-MS analysis of chemical constituents of volatile oils of the yao medicine Thunbergia grandiflora from different habitats in guangxi, Category: benzothiophene, the main research area is Thunbergia grandiflora guangxi yao medicine volatile oil GCMS.

This study was conducted to compare and anlyze the chem. constituents of the volatile oils of the Yao medicine Thunbergia grandiflora from different habitals.A quarz capillary column DB-1MS, an EI ion source a quadrupole mass analyzer were used for anal. The chromatog. and mass spectrum information obtained was automatically retrieved and analyzed by data processing system and its memory spectrum library (Nist. 08). The relative content of each chem. component in the volatile oil was determinded by the peak area normalization method.Forty nine chromatog. peaks were isolated from the sample produced in Shitun, Bailongtan Town, Mashan County, and 24 chem. constituents were identified, accounting for 88.78% of the total volatile oil. Forty nine chromatog. peaks were isolated from the sample produced in Hongdu Village, Chengjiang Town, Duan County, and 30 chem. constituents were identified, accounting for 88.38% of the total volatile oil. Forty eight chromatog. peaks were isolated from the sample produced in Longwan Township, Du’an County, and 25 chem. constituents were identified, accounting for 80.01% of the total volatile oil. Nine chem. constituents were common to the volatile oils of the samples from the three habitats. It could be seen that the main components of volatile oils from T. grandiflora produced in different areas are different.

Agricultural Biotechnology published new progress about Gas chromatography-mass spectrometry. 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

 

Schroeder, Sebastian’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 1468-83-3

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

Schroeder, Sebastian published the artcileVinyl Triflimides-A Case of Assisted Vinyl Cation Formation, COA of Formula: C6H6OS, the main research area is vinyl triflimide preparation; alkyne lithium triflimide regioselective addition; alkynes; enzyme-mimicking synthesis; hydroaminosulfonation; triflimides; vinyl cations.

A new concept for selectivity control in carbocation-driven reactions was identified which allows for the chemo-, regio-, and stereoselective addition of nucleophiles to alkynes-assisted vinyl cation formation-enabled by a Li+-based supramol. framework. Mechanistic anal. of a model complex (Li2NTf2+.3H2O) confirms that solely the formation of a complex between the incoming nucleophile and the transition state of the alkyne protonation is responsible for the resulting selective N addition to the vinyl cation. Into the bargain, a general, operationally simple synthetic procedure to previously inaccessible vinyl triflimides is provided.

Angewandte Chemie, International Edition published new progress about Addition reaction, regioselective. 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

 

Deng, Guobo’s team published research in Organic Letters in 2021-08-20 | CAS: 1468-83-3

Organic Letters published new progress about Density functional theory, B3LYP. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Name: 3-Acetylthiophene.

Deng, Guobo published the artcileAssembly of Furazan-Fused Quinolines via an Expeditious Metal-Free [2+2+1] Radical Tandem Cyclization Process, Name: 3-Acetylthiophene, the main research area is oxadiazoloquinoline preparation; arylketimine benzonitrile tertbutyl nitrite radical tandem heteroannulation.

A [2+2+1]-NO-segment-incorporating heteroannulative cascade is described. This versatile method, particularly using modular cyanoarylated ketimine substrates 2-CN-3-R-4-R1-5-R2C6HN=C(Me)Ar (Ar = 3-methylphenyl, 4-bromophenyl, thiophen-2-yl, etc.; R = H, Br; R1 = H, Br; R2 = H, Me, F, Cl, Br, MeO, CF3), allows efficient access to structurally diversified quinolines embedded with an oxadiazole core I. This metal-free protocol proceeds smoothly at 30°C, offers easy manipulation of substituents on the quinoline moiety, and tolerates a spectrum of functional groups. D. functional theory calculation revealed that the cyano moiety is crucial to facilitate the early cyclization step in this heteroannulation process and is different from the previously established late cyclization mechanistic interpretation.

Organic Letters published new progress about Density functional theory, B3LYP. 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

 

Liu, Yuanhua’s team published research in ACS Catalysis in 2020-10-02 | CAS: 1468-83-3

ACS Catalysis published new progress about Density functional theory, B3LYP. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Liu, Yuanhua published the artcileEfficient Access to Chiral 2-Oxazolidinones via Ni-Catalyzed Asymmetric Hydrogenation: Scope Study, Mechanistic Explanation, and Origin of Enantioselectivity, Recommanded Product: 3-Acetylthiophene, the main research area is oxazolidinone preparation enantioselective; oxazolone hydrogenation nickel catalyst.

Cheap transition metal Ni-catalyzed asym. hydrogenation of 2-oxazolones I (R = Me, Ph, thiophen-3-yl, etc.) was successfully developed, which provided an efficient synthetic strategy to prepare various chiral 2-oxazolidinones II with 95%-99% yields and 97%->99% ee. The gram-scale hydrogenation could be proceeded well with >99% ee in the presence of low catalyst loading (up to 3350 TON). This Ni-catalyzed hydrogenation protocol demonstrated great synthetic utility, and the chiral 2-oxazolidinone product II was easily converted to a variety of other important mols. in good yields and without loss of ee values, such as chiral dihydrothiophene-2(3H)-thione, amino alc., oxazoline ligand, and allenamide. Moreover, a series of deuterium labeling experiments, control experiments, and DFT calculations were conducted to illustrate a reasonable catalytic mechanism for this Ni-catalyzed asym. hydrogenation, which involved a tautomerization between the enamine and its isomer imine and then went through asym. 1,2-addition of Ni(II)-H to the preferred imine.

ACS Catalysis published new progress about Density functional theory, B3LYP. 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

 

Ma, Jinliang’s team published research in Organic Letters in 2021-03-05 | CAS: 1468-83-3

Organic Letters published new progress about [2+2+2] Cycloaddition reaction. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Ma, Jinliang published the artcileMetal-Free-Catalyzed Three-Component [2+2+2] Annulation Reaction of [60]Fullerene, Ketones and Indoles: Access to Diverse [60]Fullerene-Fused 1,2-Tetrahydrocarbazoles, Category: benzothiophene, the main research area is ketone indole fullerene iodine catalyst three component cycloaddition; fullerene tetrahydrocarbazole preparation.

The first example of metal-free-catalyzed multicomponent annulation reaction of [60]fullerene was developed for concise and efficient construction of novel [60]fullerene-fused 1,2-tetrahydrocarbazoles. Using inexpensive and readily available I2 as a catalyst, [60]fullerene, ketones, and indoles underwent a formal [2+2+2] annulation process to conveniently assemble diverse 1,2-tetrahydrocarbazoles. Mechanistic studies indicated that this reaction proceeded through I2-promoted generation of a 3-vinylindole structure with the characteristics of a conjugated diene followed by cycloaddition to [60]fullerene.

Organic Letters published new progress about [2+2+2] Cycloaddition reaction. 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

 

Fan, Jiajie’s team published research in Organic Letters in 2020-07-17 | CAS: 1468-83-3

Organic Letters published new progress about Biochemical reaction kinetics. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Computed Properties of 1468-83-3.

Fan, Jiajie published the artcileDouble Enzyme-Catalyzed One-Pot Synthesis of Enantiocomplementary Vicinal Fluoro Alcohols, Computed Properties of 1468-83-3, the main research area is enzymic enantiocomplementary vicinal fluoro alc synthesis.

A double-enzyme-catalyzed strategy for the synthesis of enantiocomplementary vicinal fluoro alcs. through a one-pot, three-step process including lipase-catalyzed hydrolysis, spontaneous decarboxylative fluorination, and subsequent ketoreductase-catalyzed reduction was developed. With this approach, β-ketonic esters were converted to the corresponding vicinal fluoro alcs. with high isolated yields (up to 92%) and stereoselectivities (up to 99%). This new cascade process addresses some issues in comparison with traditional methods such as environmentally hazardous reaction conditions and low stereoselectivity outcome.

Organic Letters published new progress about Biochemical reaction kinetics. 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

 

Wang, Lei’s team published research in Journal of the American Chemical Society in 2021-08-18 | CAS: 1468-83-3

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application of 3-Acetylthiophene.

Wang, Lei published the artcileCobalt-Catalyzed Diastereo- and Enantioselective Reductive Allyl Additions to Aldehydes with Allylic Alcohol Derivatives via Allyl Radical Intermediates, Application of 3-Acetylthiophene, the main research area is homoallyl alc preparation diastereoselective enantioselective; allyl alc aldehyde reductive addition cobalt catalyst.

Herein an unprecedented cobalt-catalyzed highly site-, diastereo- and enantioselective protocol for stereoselective formation of nucleophilic allyl-Co(II) complexes followed by addition to aldehydes RCHO (R = Ph, 2-furyl, cyclohexyl, etc.) is presented. The reaction features diastereo- and enantioconvergent conversion of easily accessible allylic alc. derivatives, e.g., 2-(3,4-dihydro-1(2H)-naphthalenylidene)ethanol to diversified enantioenriched homoallylic alcs. e.g., I with remarkably broad scope of allyl groups that can be introduced. Mechanistic studies indicated that allyl radical intermediates were involved in this process. These new discoveries establish a new strategy for development of enantioselective transformations through capture of radicals by chiral Co complexes, pushing forward the frontier of Co complexes for enantioselective catalysis.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 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