Zhong, Rui’s team published research in Chem in 2019-06-13 | CAS: 1468-83-3

Chem published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Formula: C6H6OS.

Zhong, Rui published the artcileA Practical and Stereoselective In Situ NHC-Cobalt Catalytic System for Hydrogenation of Ketones and Aldehydes, Formula: C6H6OS, the main research area is cobalt complex catalyst preparation; secondary alc primary preparation diastereoselective; ketone hydrogenation cobalt catalyst; aldehyde hydrogenation cobalt catalyst.

Herein, a practical in situ catalytic system generated by easily available pincer NHC precursors, CoCl2 and a base enabled efficient and high-yielding hydrogenation of a broad range of ketones and aldehydes (over 50 examples and a maximum turnover number [TON] of 2,610) to afford alcs. was reported. This was the first example of NHC-Co-catalyzed hydrogenation of C=O bonds using flexible pincer NHC ligands consisting of a N-H substructure. Diastereodivergent hydrogenation of substituted cyclohexanone derivatives was also realized by fine-tuning of the steric bulk of pincer NHC ligands. Addnl., a bis(NHCs)-Co complex was successfully isolated and fully characterized and it exhibited excellent catalytic activity that equals that of the in-situ-formed catalytic system.

Chem published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 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

 

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

Angewandte Chemie, International Edition published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, COA of Formula: C6H6OS.

Zhang, Linli published the artcileLutidine-Based Chiral Pincer Manganese Catalysts for Enantioselective Hydrogenation of Ketones, COA of Formula: C6H6OS, the main research area is alc preparation enantioselective; ketone hydrogenation manganese catalyst; PNN ligands; asymmetric catalysis; hydrogenation; ketones; manganese.

A series of MnI complexes containing lutidine-based chiral pincer ligands (S,S) or (R,R) I (R = H, Me, t-Bu, Cl, OMe; R1 = i-Pr, Bn) with modular and tunable structures has been developed. The complex shows unprecedentedly high activities (up to 9800 TON; TON = turnover number), broad substrate scope (81 examples), good functional-group tolerance, and excellent enantioselectivities (85-98% ee) in the hydrogenation of various ketones, e.g., acetophenone. These aspects are rare in earth-abundant metal catalyzed hydrogenations. The utility of the protocol have been demonstrated in the asym. synthesis of a variety of key intermediates for chiral drugs. Preliminary mechanistic investigations indicate that an outer-sphere mode of substrate-catalyst interactions probably dominates the catalysis.

Angewandte Chemie, International Edition published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), 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

 

Geng, Xiao’s team published research in Organic Letters in 2019-09-20 | CAS: 1468-83-3

Organic Letters published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl Me). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, SDS of cas: 1468-83-3.

Geng, Xiao published the artcileI2-Promoted Multicomponent Dicyclization and Ring-Opening Sequences: Direct Synthesis of Benzo[e][1,4]diazepin-3-ones via Dual C-O Bond Cleavage, SDS of cas: 1468-83-3, the main research area is ketone aryl methyl aminobenzyl alc DMSO iodine dicyclization ringopening; benzodiazepinone preparation.

A novel and efficient formal [4 + 2+1] annulation of aryl Me ketones and 2-aminobenzyl alcs. for the synthesis of benzo[e][1,4]diazepin-3-ones I (Ar = Ph, 4-MeOC6H4, 4-PhC6H4, 3-NO2C6H4, etc.; R = 7-Me, 7-F, 8-Me, etc.) is reported. This reaction successfully affords diverse seven-membered ring lactams via dual C-O bond cleavage. A preliminary mechanistic study showed that a multicomponent dicyclization and ring-opening sequence might occur, with the introduction of Me sulfide proposed as the last step. This efficient strategy with mild reaction conditions and a broad substrate scope has potential applications in chem. and medicine.

Organic Letters published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl Me). 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

 

Xu, Jingxiu’s team published research in RSC Advances in 2019 | CAS: 1468-83-3

RSC Advances published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Quality Control of 1468-83-3.

Xu, Jingxiu published the artcileN-Heterocyclic carbene copper catalyzed quinoline synthesis from 2-aminobenzyl alcohols and ketones using DMSO as an oxidant at room temperature, Quality Control of 1468-83-3, the main research area is quinoline preparation; aminobenzyl alc Friedlander reaction ketone heterocyclic carbene catalyst.

A facile and practical process for the synthesis of quinolines through an N-heterocyclic carbene copper catalyzed indirect Friedlander reaction from 2-aminobenzyl alc. and aryl ketones using DMSO as an oxidant at room temperature is reported. The quinolines, e.g., I (R1 = 4-MeC6H4, 2-ClC6H4, 3-thienyl, etc., R2 = H; R1 = Ph, R2 = Me), were synthesized in acceptable yields.

RSC Advances published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 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

 

Zhao, Jian’s team published research in Food Chemistry in 2019-01-01 | CAS: 1468-83-3

Food Chemistry published new progress about Chicken fat Role: BSU (Biological Study, Unclassified), PEP (Physical, Engineering or Chemical Process), BIOL (Biological Study), PROC (Process). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, HPLC of Formula: 1468-83-3.

Zhao, Jian published the artcileFormation mechanism of aroma compounds in a glutathione-glucose reaction with fat or oxidized fat, HPLC of Formula: 1468-83-3, the main research area is aroma glutathione glucose fat oxidized flavor; Fat; Formation pathway; Glutathione; Interaction; Lipid degradation; Maillard reaction; Meat flavor; [(13)C(6)]-D-glucose.

Glutathione and glucose with or without chicken fat/oxidized chicken fat were thermally reacted for generation of stewed meat-like aroma, where 42 sulfur-containing odorants were identified by gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-olfactometry (GC-O). The observed effects or interactions on meat flavor formation due to the fats were similar to previous reports of cysteine-reducing sugar reactions. Carbohydrate module labeling approach demonstrated ten alkyl chain compounds were indeed resulted from the lipid degradation-Maillard reaction interactions, whereas the fats had little effect on formation pathways of compounds only derived from the Maillard reaction. Formation pathways of 26 potent aroma compounds were proposed, particularly, involving two benzene derivatives and seven complex thiophenes. Notably, it was found for the first time just 2-ethylthiophene could result from both an intact skeleton of glucose and the lipid degradation product of 2,4-hexadienal, and the carbohydrate modules methylglyoxal and hydroxyacetone could arise from the glutamic acid of GSH.

Food Chemistry published new progress about Chicken fat Role: BSU (Biological Study, Unclassified), PEP (Physical, Engineering or Chemical Process), BIOL (Biological Study), PROC (Process). 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

 

Shang, Ya-Fang’s team published research in Journal of Food Processing and Preservation in 2020 | CAS: 1468-83-3

Journal of Food Processing and Preservation published new progress about UV absorption. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Shang, Ya-Fang published the artcileEffect of sugar types on structural and flavor properties of peony seed derived Maillard reaction products, Recommanded Product: 3-Acetylthiophene, the main research area is peony seed derived Maillard reaction product flavor property.

Due to limited utilization of peony seed meal in the food industry, the effect of different sugars on the structural and flavor properties of Maillard reaction products (MRPs) from peony seed meal hydrolyzates (PSH) was investigated. It was noticed that the influence of ribose, xylose, and glucose on the structure of MRPs was greater than maltose and xylooligosaccharide. The MRPs prepared by ribose and xylose showed the greater browning intensity, degree of substitution (DS), and fluorescence intensity. The mol. weight (MW) distribution of 500-1,000 Da, 1,000-3,000 Da, and >3,000 Da was significantly increased in all the MRPs. Partial least squares regression (PLSR) showed that MW distribution, free amino acids, and volatile compounds contributed remarkably to the sensory attributes of MRPs. The sugars that provided the stronger meaty and umami tastes to the MRPs were ribose and xylose. Practical applications : The peony seed meal is accumulated as a main ecol. pollutant during the production of peony seed oil; however, it is an excellent source of plant protein. In the modern food industry, there is an increasing demand for plant proteins over animal derived proteins in various health foods. Therefore, we aimed to prepare flavor agent using peony seed meal protein via Maillard reaction (MR). The effects of sugar types on the color change, structure characteristics, and flavor generation of MRPs were investigated. The improvement of MRPs after the conjugation with various sugar types can increase their industrial potential as flavor enhancers.

Journal of Food Processing and Preservation published new progress about UV absorption. 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

 

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

Angewandte Chemie, International Edition published new progress about Allylic substitution reaction. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Cai, Aijie published the artcileRegio- and Enantioselective Preparation of Chiral Allylic Sulfones Featuring Elusive Quaternary Stereocenters, Product Details of C6H6OS, the main research area is regioselective enantioselective synthesis chiral allylic sulfone palladium catalyst; allylic substitution sodium sulfinate allylic carbonate palladium catalyst enantioselective; allylic sulfones; enantioselectivity; homogeneous catalysis; palladium; regioselectivity.

We describe here the first general asym. synthesis of sterically encumbered α,α-disubstituted allylic sulfones via Pd-catalyzed allylic substitution. The design and application of a new and highly efficient phosphoramidite ligand, I, proved to be crucial, and a wide variety of challenging allylic sulfones featuring quaternary stereocenters could be obtained in good yields and with good to excellent levels of regio- and enantioselectivities under attractive process conditions. The developed methodol. employs easily accessible chem. feedstock including racemic allylic precursors and sodium sulfinates. The utility of the method is further demonstrated by the synthesis of the sesquiterpene (-)-Agelasidine A (II).

Angewandte Chemie, International Edition published new progress about Allylic substitution reaction. 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

 

Gong, Fei-Yuan’s team published research in Advanced Synthesis & Catalysis in 2022-05-17 | CAS: 1468-83-3

Advanced Synthesis & Catalysis published new progress about Aromatic esters 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, Name: 3-Acetylthiophene.

Gong, Fei-Yuan published the artcileRhodium-Catalyzed Decarboxylative Hydroacylation of Vinylethylene Carbonates for Regioselective Ester Synthesis, Name: 3-Acetylthiophene, the main research area is salicylaldehyde aryl vinylethylene carbonate rhodium catalyst decarboxylative hydroacylation; aryl butenyl hydroxybenzoate preparation regioselective diastereoselective.

A rhodium(I)-catalyzed decarboxylative hydroacylation of readily available vinylethylene carbonates with salicylaldehydes for regioselective preparation of esters was developed. Reaction optimization revealed that methacrylamide might promote the hydroacylation by bidentate chelation assistance to the cationic rhodium. Mechanistic findings suggested that this one-pot coupling reaction proceeds via Markovnikov hydrorhodation-initiated site-selective β-C-O bond cleavage with concurrent release of CO2.

Advanced Synthesis & Catalysis published new progress about Aromatic esters 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, Name: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Feng, Minghao’s team published research in Journal of the American Chemical Society in 2022-07-27 | CAS: 1468-83-3

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

Feng, Minghao published the artcileDeployment of Sulfinimines in Charge-Accelerated Sulfonium Rearrangement Enables a Surrogate Asymmetric Mannich Reaction, Recommanded Product: 3-Acetylthiophene, the main research area is polysubstituted amino amide preparation chemoselective diastereoselective enantioselective; carboxamide sulfinimine Mannich reaction.

β-Amino acid derivatives are key structural elements in synthetic and biol. chem. Despite being a hallmark method for their preparation, the direct Mannich reaction encounters significant challenges when carboxylic acid derivatives are employed. Indeed, not only is chemoselective enolate formation a pitfall (particularly with carboxamides), but most importantly the inability to reliably access α-tertiary amines through an enolate/ketimine coupling is an unsolved problem of this century-old reaction. Herein, authors report a strategy enabling the first direct coupling of carboxamides with ketimines for the diastereo- and enantioselective synthesis of β-amino amides. This conceptually novel approach hinges on the innovative deployment of enantiopure sulfinimines in sulfonium rearrangements, and at once solves the problems of chemoselectivity, reactivity, and (relative and absolute) stereoselectivity of the Mannich process. In-depth computational studies explain the observed, unexpected (dia)stereoselectivity and showcase the key role of intramol. interactions, including London dispersion, for the accurate description of the reaction mechanism.

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

 

Yu, Rongrong’s team published research in Organic Letters in 2020-01-17 | CAS: 1468-83-3

Organic Letters published new progress about Cyclopropanes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (methylenecyclopropanes). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application In Synthesis of 1468-83-3.

Yu, Rongrong published the artcileHighly Enantioselective Nickel-Catalyzed Hydrocyanation of Disubstituted Methylenecyclopropanes Enabled by TADDOL-based Diphosphite Ligands, Application In Synthesis of 1468-83-3, the main research area is nickel catalyzed enantioselective hydrocyanation methylenecyclopropane TADDOL phosphite.

A vast range of novel TADDOL-based diphosphite ligands were first synthesized and applied in the nickel-catalyzed asym. hydrocyanation of disubstituted methylenecyclopropanes. By employing these new catalysts, the conversion of diverse methylenecyclopropanes into their corresponding allylic nitriles was first enabled, in good yield with excellent enantioselectivities.

Organic Letters published new progress about Cyclopropanes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (methylenecyclopropanes). 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