Day: November 14, 2022

Zhang, Haiyan published the artcileCobalt-catalyzed diastereo- and enantioselective allyl addition to aldehydes and α-ketoesters through allylic C-H functionalization, SDS of cas: 1468-83-3, the main research area is homoallylic alc preparation diastereo enantioselective; aldehyde ketoester allylbenzene cobalt catalyst allyl addition.

Development of catalytic generation of allyl-metal complexes through allylic C-H cleavage of alkenes without prefunctionalization followed by site- and stereoselective carbon-carbon bond formation is of great importance in organic synthesis, providing a straightforward and step-economical approach to introduce a versatile allyl group into organic mols. Although significant advances have been achieved in enantioselective transformations of electrophilic allyl-metal complexes and allyl radicals, enantioselective reactions of nucleophilic allyl-metal intermediates furnished through allylic C-H cleavage remain undeveloped. Herein, authors identify a multi-tasking chiral catalyst derived from a com. available phosphine ligand and cobalt salt that precisely controls the chemoselective formation of the allyl-cobalt complex and the site- and stereoselective addition to carbonyls, delivering a broad scope of homoallylic alcs. with high yield and stereoselectivity. This work may establish a platform for the development of enantioselective transformations of nucleophilic organometallic complexes generated from catalytic C-H functionalization.

Cell Reports Physical Science 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, SDS of cas: 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Li, Chengxi published the artcileEngaging aldehydes in CuH-catalyzed reductive coupling reactions: stereoselective allylation from 1,3-diene pronucleophiles, Computed Properties of 1468-83-3, the main research area is copper hydride catalyst stereoselective allylation aldehyde diene mol modeling; aldehydes; allylic compounds; copper; dienes; reductive coupling.

Recently, CuH-catalyzed reductive coupling processes involving carbonyl compounds and imines have become attractive alternatives to traditional methods for stereoselective addition because of their ability to use readily accessible and stable olefins as surrogates for organometallic nucleophiles. However, the inability to use aldehydes, which usually reduce too rapidly in the presence of copper hydride complexes to be viable substrates, has been a major limitation. Shown here is that by exploiting relative concentration effects through kinetic control, this intrinsic reactivity can be inverted and the reductive coupling of 1,3-dienes with aldehydes achieved. Using this method, both aromatic and aliphatic aldehydes can be transformed into synthetically valuable homoallylic alcs. with high levels of diastereo- and enantioselectivities, and in the presence of many useful functional groups. Furthermore, using a combination of theor. (DFT) and exptl. methods, important mechanistic features of this reaction related to stereo- and chemoselectivities were uncovered. Recently, CuH-catalyzed reductive coupling processes involving carbonyl compounds and imines has become an attractive alternative to traditional methods for stereoselective addition to carbonyls due to the ability to use readily accessible and stable olefin-derived pronucleophiles as surrogates for organometallic reagents. However, the inability to use aldehydes, which traditionally reduce too rapidly in the presence of copper hydride complexes to be viable substrates, has been a major limitation. We show that by exploiting relative concentration effects through slow addition, we can invert this intrinsic reactivity and achieve the reductive coupling of 1,3-dienes with aldehydes. Using this method, both aromatic and aliphatic aldehydes can be transformed to valuable products with high levels of diastereo- and enantioselectivity and in the presence of many useful functional groups. Furthermore, using a combination of theor. (DFT) and exptl. methods, important mechanistic features of this reaction related to stereo- and chemoselectivity were uncovered.

Angewandte Chemie, International Edition 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, Computed Properties of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Miao, Pannan published the artcileVisible-light induced metal-free cascade Wittig/hydroalkylation reactions, Category: benzothiophene, the main research area is carbonyl phosphonium ylide thiol tandem Wittig hydroakylation green chem.

Through a relay olefination and radical addition process, visible light induced cascade Wittig/hydroalkylation reactions were developed. This metal-free radical approach featured mild conditions, robustness and excellent functionality compatibility. It allowed access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method was demonstrated by a two-step synthesis of indolizidine 209D.

Green Chemistry 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, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wu, Qiuyue published the artcileRegio- and stereoselective synthesis of thiazoline derivatives via the thioketene-induced ring expansion of aziridines, Quality Control of 1468-83-3, the main research area is thiazoline preparation regioselective stereoselective; thiadiazole alkylaziridine ring expansion.

Metal-free thioketene-induced ring expansion of aziridines I (R = C6H5, CH(CH3)2, 1-naphthyl, etc.) gave 4-alkylthiazolines II (R1 = Me, Ph, 2-pyridyl, etc.; R2 = H) stereospecifically from 2-alkylaziridines I through an intramol. substitution at the less substituted ring carbon and 5-arylthiazolines II stereoselectively from 2-arylaziridines I via tandem ring cleavage and formation through intimate ion-pair intermediates after nucleophilic addition of aziridines to thioketenes generated from 4-substituted 1,2,3-thiadiazoles III in the presence of a base.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aziridines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Chai, Guo-Li published the artcileChiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones, Formula: C6H6OS, the main research area is chiral hydroxytetraphenylene catalyst enone asym conjugate addition boronic acid.

(S)-2,15-Br2-DHTP-catalyzed asym. conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.

Organic Letters published new progress about Addition reaction catalysts (chiral hydroxytetraphenylenes). 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

Luo, Xianglin published the artcileMetal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters, Recommanded Product: 3-Acetylthiophene, the main research area is ketone potassium xanthate oxidative esterification bond formation cleavage; ketoester preparation; ester preparation.

A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from com. available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.

Journal of Organic Chemistry published new progress about Esters Role: SPN (Synthetic Preparation), 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

Tanaka, Kouichi published the artcileReductive Amination of Ketonic Compounds Catalyzed by Cp*Ir(III) Complexes Bearing a Picolinamidato Ligand, HPLC of Formula: 1468-83-3, the main research area is ketone reductive amination picolinamidato iridium; amine preparation; picolinamidato iridium reductive amination catalyst.

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.

Journal of Organic Chemistry published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Shen, Lu published the artcilePhosphine-Based Hyper-Cross-Linked Polymer-Supported Neutral Gold(I) Complex as a Recyclable Catalyst for the Regioselective Hydration of Alkynes to Ketones, Product Details of C6H6OS, the main research area is phosphine based hypercross linked polymer supported gold catalyst preparation; methyl ketone regioselective preparation; terminal alkyne hydration gold catalyst.

A phosphine-based hyper-cross-linked polymer-supported neutral gold(I) complex, Au@HCPs-PPh3, which was synthesized by incorporation of [(Me2S)AuCl] into a phosphine-based hyper-cross-linked polymer, was proven to be an efficient and general heterogeneous catalyst for the regioselective hydration of a series of alkynes to ketones RC(O)Me [R = t-Bu, 4-MeC6H4, 4-BrC6H4, etc.]. Furthermore, the synthesized catalyst was recycled six times without an obvious decrease in the catalytic activity.

ACS Applied Polymer Materials 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, Product Details of C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Otvos, Sandor B. published the artcileBismuth(III)-Catalyzed Hydration of Terminal Alkynes: Sustainable Synthesis of Methyl Ketones in Batch and Flow, Name: 3-Acetylthiophene, the main research area is methyl ketone batch preparation bismuth catalyst alkyne hydration.

Environmentally benign synthesis of Me ketones is demonstrated via unprecedented bismuth(III)-catalyzed activation and Markovnikov-type hydration of terminal acetylenes. Besides a batch process operating under reasonably mild conditions, a chem. intensified high-temperature continuous-flow methodol. also was developed using a coil reactor. The preparative capabilities of the flow process were demonstrated with multigram-scale alkyne hydrations. The methods presented rely on readily available bismuth(III) salts as “”green”” catalysts and exhibit less environmental concerns than earlier methods.

ACS Sustainable Chemistry & Engineering 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, Name: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wu, Xin-Xing published the artcileSelective synthesis of acylated caprolactam via sequential Michael addition/palladium-catalyzed alpha-arylation of ketones, Application In Synthesis of 1468-83-3, the main research area is acylated caprolactam preparation diastereoselective; methyl ketone acrylamide Michael addition alpha arylation palladium catalyst.

A formal [6 + 1] annulation reaction through sequential Michael addition/palladium-catalyzed alpha-arylation of ketones has been developed. This approach provides an efficient route enabling rapid access to diverse acylated caprolactams by the double C-C bond formation of the same site from Me ketones. In addition, the reaction features a broad substrate scope, good functional group tolerance, easy scale-up of reaction and useful transformations of the products.

Organic Chemistry Frontiers published new progress about Acrylamides 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 In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem