Dong, Xiao-Yang’s team published research in Nature Chemistry in 2019-12-31 | CAS: 1468-83-3

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.

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

 

Hu, Han-Wei’s team published research in Tetrahedron Letters in 2022-08-03 | CAS: 1468-83-3

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.

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

 

Sohail, Muhammad’s team published research in Angewandte Chemie, International Edition in 2021-09-20 | CAS: 1468-83-3

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.

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

 

Zhang, Mengru’s team published research in Chemical Science in 2021 | CAS: 1468-83-3

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.

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

 

Li, DingXi’s team published research in Organic Letters in 2019-12-06 | CAS: 1468-83-3

Organic Letters published new progress about Benzazepines 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, Application In Synthesis of 1468-83-3.

Li, DingXi published the artcileAsymmetric Synthesis of 1-Benzazepine Derivatives via Copper-Catalyzed Intramolecular Reductive Cyclization, Application In Synthesis of 1468-83-3, the main research area is benzazepine preparation diastereoselective enantioselective; dienyl arene ketimine reductive intramol cyclization copper catalyst.

An asym. construction of enantioenriched 2,3-substituted-1-benzazepine derivatives containing a cyclic tertiary amine moiety was developed by copper-catalyzed reductive intramol. cyclization of (E)-dienyl arenes with a tethered ketimine. This protocol involves tandem chemo-, regio-, and enantioselective hydrocupration and asym. cyclization in the presence of a chiral bisphosphine-copper catalyst. Under mild conditions, a broad range of 1-benzazepine derivatives I (R1 = H, 6-Me, 7-F, etc.; RL = C6H5, 4-BrC6H4, 4-MeOC6H4, etc.; RS = H, Me, Et, etc.) was obtained in good to high yields with high degrees of diastereoselectivity and enantioselectivity.

Organic Letters published new progress about Benzazepines 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, Application In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Oe, Yuno’s team published research in Journal of the American Chemical Society in 2022-02-09 | CAS: 1468-83-3

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

Oe, Yuno published the artcileAn N-Fluorinated Imide for Practical Catalytic Imidations, Recommanded Product: 3-Acetylthiophene, the main research area is fluorosulfonyl aryl carbamate preparation; arene neopentyl fluoro fluorosulfonyl carbamate imidation copper catalyst.

Hherein the development of a novel N-fluorinated imide, N-fluoro-N-(fluorosulfonyl)carbamate (NFC), by which the attached imide moiety acted as a modular synthetic handle for one-step derivatization to amines, sulfonamides, and sulfamides was reported. Furthermore, this study revealed the superior reactivity of NFC as showcased in a copper-catalyzed imidation of benzene derivatives and imidocyanation of aliphatic alkenes, overcoming the limitation of NFSI-mediated reactions.

Journal of the American Chemical Society published new progress about Imidation. 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

 

Xu, Jun’s team published research in Journal of Organic Chemistry in 2021-03-05 | CAS: 1468-83-3

Journal of Organic Chemistry published new progress about Ketones Role: PRP (Properties), 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.

Xu, Jun published the artcileOxidative Sulfonylation of Hydrazones Enabled by Synergistic Copper/Silver Catalysis, COA of Formula: C6H6OS, the main research area is ketosulfone acylsulfonamide preparation; hydrazone sulfinate oxidative sulfonylation copper silver catalyst.

A copper/silver-cocatalyzed protocol for oxidative sulfonylation of hydrazones with sodium sulfinates was demonstrated. A wide range of β-ketosulfones RC(O)CH(R1)SO2R2 [R = c-hexyl, Ph, 4-FC6H4, etc.; R1 = H, Me, Et, etc.; R2 = Et, Ph, 2-thienyl, etc.] and N-acylsulfonamides R3C(O)N(R4)(SO2Ph) [R3 = c-hexyl, Ph, 2-FC6H4, etc; R4 = morpholino] were directly synthesized in moderate to good yields. This work provided a viable method for scalable preparation of β-ketosulfone derivatives that have found wide applications in the pharmaceutical industry.

Journal of Organic Chemistry published new progress about Ketones Role: PRP (Properties), 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

 

Shen, Jiabin’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 1468-83-3

Organic & Biomolecular Chemistry published new progress about Morpholines 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, Product Details of C6H6OS.

Shen, Jiabin published the artcileCopper-catalyzed selective oxidation of hydrazones through C(sp3)-H functionalization, Product Details of C6H6OS, the main research area is acetophenone hydrazone selective oxidation copper catalyst.

A simple and mild protocol for copper-catalyzed oxidation of hydrazones at the α-position has been reported. Various substrates are compatible, providing the corresponding products in moderate to good yields. This strategy provides an efficient and convenient solution for the synthesis of carbonyl hydrazone. A free radical pathway mechanism is suggested for the transformation.

Organic & Biomolecular Chemistry published new progress about Morpholines 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, Product Details of C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Huang, Mouxin’s team published research in Science (Washington, DC, United States) in 2022 | CAS: 1468-83-3

Science (Washington, DC, United States) 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.

Huang, Mouxin published the artcileDeracemization through photochemical E/Z isomerization of enamines, Recommanded Product: 3-Acetylthiophene, the main research area is aldehyde enamine deracemization; photosensitizer aminocatalyst isomerization.

Catalytic deracemization of α-branched aldehydes is a direct strategy to construct enantiopure α-tertiary carbonyls, which are essential to pharmaceutical applications. Here, authors report a photochem. E/Z isomerization strategy for the deracemization of α-branched aldehydes by using simple aminocatalysts and readily available photosensitizers. A variety of racemic α-branched aldehydes could be directly transformed into either enantiomer with high selectivity. Rapid photodynamic E/Z isomerization and highly stereospecific iminium/enamine tautomerization are two key factors that underlie the enantioenrichment. This study presents a distinctive photochem. E/Z isomerization strategy for externally tuning enamine catalysis.

Science (Washington, DC, United States) 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

 

Shen, Cong’s team published research in Organic Chemistry Frontiers in 2022 | CAS: 1468-83-3

Organic Chemistry Frontiers published new progress about Alkenes Role: PRP (Properties), 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, Category: benzothiophene.

Shen, Cong published the artcileAccess to axially chiral aryl 1,3-dienes by transient group directed asymmetric C-H alkenylations, Category: benzothiophene, the main research area is axially chiral aryl diene preparation; styrene olefin palladium catalyst asym CH alkenylation.

Herein presented, a Pd-catalyzed atroposelective preparation of aryl 1,3-dienes from readily available styrenes and olefins through an aldehyde derived transient chiral auxiliary, proceeding by enantioselective olefinic C-H alkenylation of styrenes via seven-membered endo-cyclometallation. The generality of the protocol was demonstrated by the smooth conversion of a wide range of 2-vinyl benzaldehyde derivatives to afford up to 99% yields and high to excellent enantioselectivities (up to >99% ee). The derived axially chiral carboxylic acid was demonstrated to be a more efficient ligand in the Cp*Co(III)-catalyzed asym. C(sp3)-H alkylation.

Organic Chemistry Frontiers published new progress about Alkenes Role: PRP (Properties), 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, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem