Category: 1468-83-3

Patel, Pitambar published the artcileWater-Mediated ortho-Carboxymethylation of Aryl Ketones under Ir(III)-Catalytic Conditions: Step Economy Total Synthesis of Cytosporones A-C, SDS of cas: 1468-83-3, the main research area is aryl ketone diazotized Meldrum’s acid iridium carboxymethylation alkylation mechanism; carboxymethyl acetophenone preparation; cytosporone total synthesis.

An expeditious Ir(III)-catalyzed carboxymethylation of aryl ketone with diazotized Meldrum’s acid has been developed in aqueous medium. Flavanone and chromanone were also found to be facile substrates with the developed catalytic system. Mechanistic studies revealed the active catalytic species and the role of water in the reaction process as hydroxy and proton sources. Employing the developed method, total synthesis of cytosporone A was achieved in two steps and that of cytosporones B-C was achieved in three steps starting from resorcinol.

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, SDS of cas: 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Das, Pradipta published the artcileDramatic Effect of γ-Heteroatom Dienolate Substituents on Counterion Assisted Asymmetric Anionic Amino-Cope Reaction Cascades, Application In Synthesis of 1468-83-3, the main research area is counterion assisted anionic cascade Mannich reaction Cope rearrangement cyclization.

We report a dramatic effect on product outcomes of the lithium ion enabled amino-Cope-like anionic asym. cascade when different γ-dienolate heteroatom substituents are employed. For dienolates with azide, thiomethyl, and trifluoromethylthiol substituents, a Mannich/amino-Cope/cyclization cascade ensues to form chiral cyclohexenone products with two new stereocenters in an anti-relationship. For fluoride-substituted nucleophiles, a Mannich/amino-Cope cascade proceeds to afford chiral acyclic products with two new stereocenters in a syn-relationship. Bromide- and chloride-substituted nucleophiles appear to proceed via the same pathway as the fluoride albeit with the added twist of a 3-exo-trig cyclization to yield chiral cyclopropane products with three stereocenters. When this same class of nucleophiles is substituted with a γ-nitro group, the Mannich-initiated cascade is now diverted to a β-lactam product instead of the amino-Cope pathway. These anionic asym. cascades are solvent- and counterion-dependent, with a lithium counterion being essential in combination with ethereal solvents such as MTBE and CPME. By altering the geometry of the imine double bond from E to Z, the configurations at the R1 and X stereocenters are flipped. Mechanistic, computational, substituent, and counterion studies suggest that these cascades proceed via a common Mannich-product intermediate, which then proceeds via either a chair (X = N3, SMe, or SCF3) or boat-like (X = F, Cl, or Br) transition state to afford amino-Cope-like products or β-lactam in the case of X = NO2.

Journal of the American Chemical Society published new progress about Chiral auxiliary. 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

Ni, Penghui published the artcileMetal-Free Three-Component Selenopheno[2,3-b]indole Formation through Double C-H Selenylation with Selenium Powder, Recommanded Product: 3-Acetylthiophene, the main research area is aromatic ketone indole selenium iodobromide regioselective selenylation heterocyclization; aryl selenophenoindole preparation.

A facile metal-free entry to novel selenopheno[2,3-b]indole motif was described. The three-component assembly of indoles, aromatic ketones and selenium powder were enabled by the IBr-promoted highly selective double C-H selenylation/annulation. This protocol provided a novel access to a diverse variety of selenopheno[2,3-b]indoles with good efficacy and broad functional group compatibility.

Advanced Synthesis & Catalysis published new progress about Heterocyclic compounds, nitrogen-selenium 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, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Cui, Jianguo published the artcileOxidative umpolung selenocyanation of ketones and arenes: An efficient protocol to the synthesis of selenocyanates, Application In Synthesis of 1468-83-3, the main research area is ketone potassium selenocyanate oxidative umpolung selenocyanation; keto ester potassium selenocyanate oxidative umpolung selenocyanation; arene potassium selenocyanate regioselective oxidative umpolung selenocyanation.

A practical method for the umpolung selenocyanation of aryl ketones, alkyl ketones, β-ketoesters and electron-rich arenes was developed, afforded various selenocyanates in moderate to excellent yields. This transformation proceeded by an oxidative umpolung selenocyanation through nitrogen oxides-mediated electrophilic selenocyanation process. This method is simpler, more efficient, and less costly than precedent methods. Further transformations of the arylselenocyanate was performed to prove the synthetic utility of this methodol.

Tetrahedron published new progress about Keto 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, Application In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Guan, Ting published the artcilePhotoredox-catalyzed regio- & stereoselective C(sp2)-H cyanoalkylation of enamides with cycloketone oximes via selective C-C bond cleavage/radical addition cascade, Computed Properties of 1468-83-3, the main research area is cyanoalkyl enamide preparation regioselective diastereoselective green chem; enamide cycloketone oxime Heck type cyanoalkylation photoredox catalyst.

A photoredox-catalyzed regio- and stereoselective Heck-type cyanoalkylation of synthetically prominent enamides R1C(=CH2)N(R2)(R3) (R1 = Ph, thiophen-3-yl, 2H-1,3-benzodioxol-5-yl, etc.; R2 = Ac, Bn; R3 = Bn, Me, cyclohexylmethyl, etc.) with cycloketone oximes I (Y = CH, N; R4 = H, n-C6H13, cyclohexylmethyl, Bn, etc.; R5 = H, Ph, CN, Boc, etc.; n = 1, 2) via selective β-C-C bond scission/selective radical addition cascade is developed, enabling the incorporation of synthetically versatile and pharmaceutically appealing distal cyanoalkyl moieties into enamide scaffolds R1C(N(R2)(R3))=CHCH(R4)Y(R5)(CH2)nCN under mild conditions. The synthetic importance of this methodol. was highlighted by the broad substrate scopes, satisfying functional group compatibilities, excellent regio- and stereoselectivities as well as the versatile and diverse synthetic applications of β-cyanoalkylated enamides.

Green Chemistry published new progress about Bond cleavage catalysts. 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

Zhang, Hao published the artcileAccess to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes, Formula: C6H6OS, the main research area is oxime acyl trimethylsilyl cyanide copper iridium light photoredox cyanation; cyanoimine preparation; hydroxamide acyl trimethylsilyl cyanide copper iridium light photoredox cyanation; cyanoamide preparation.

An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.

Organic Letters published new progress about Cyanamides Role: 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

Cao, Haoying published the artcileSynthesis of β-nitro ketones from geminal bromonitroalkanes and silyl enol ethers by visible light photoredox catalysis, Category: benzothiophene, the main research area is beta nitro ketone preparation; geminal bromonitroalkane silyl enol ether visible light photoredox catalysis.

Various β-nitro ketones, including those bearing a β-tertiary carbon, were prepared from geminal bromonitroalkanes and trimethylsilyl enol ethers of a broad range of ketones by visible light photoredox catalysis. Products which were then easily converted into β-amino ketones, 1,3-amino alcs., α,β-unsaturated ketones, β-cyano ketones and γ-nitro ketones.

Chemical Communications (Cambridge, United Kingdom) published new progress about Coupling reaction catalysts. 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

Zhang, Guan published the artcileN2H4-H2O Enabled Umpolung Cyclization of o-Nitro Chalcones for the Construction of Quinoline N-Oxides, Application In Synthesis of 1468-83-3, the main research area is quinoline oxide green preparation; nitrochalcone hydrazine hydrate umpolung cyclization.

Umpolung was a unique strategy which converts the property of an atom into the opposite one. An efficient and general method for the construction of quinoline N-oxides I [R = Me, Ph, 2-pyridyl, etc.; R1 = 6-F, 6-Br, 6,7-di-OMe, etc.] via umpolung of carbonyl groups was developed from ortho-nitro chalcones and hydrazine in basic conditions. The strategy was transition-metal free and had good functional group tolerance, environmental friendliness, as well as mild reaction conditions with nitrogen gas as the byproduct.

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 In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Dong, Xiao-Yang published the artcileCopper-Catalyzed Asymmetric Coupling of Allenyl Radicals with Terminal Alkynes to Access Tetrasubstituted Allenes, Synthetic Route of 1468-83-3, the main research area is enyne alkyne alkyl bromide copper carboalkynylation catalyst; allene stereoselective preparation; 1,4-enynes; alkyl bromides; allenes; asymmetric radical reactions; copper.

In contrast to the wealth of asym. transformations for generating central chirality from alkyl radicals, the enantiocontrol over the allenyl radicals for forging axial chirality represents an uncharted domain. The challenge arises from the unique elongated linear configuration of the allenyl radicals that necessitates the stereo-differentiation of remote motifs away from the radical reaction site. We herein describe a copper-catalyzed asym. radical 1,4-carboalkynylation of 1,3-enynes via the coupling of allenyl radicals with terminal alkynes, providing diverse synthetically challenging tetrasubstituted chiral allenes. A chiral N,N,P-ligand is crucial for both the reaction initiation and the enantiocontrol over the highly reactive allenyl radicals. The reaction features a broad substrate scope, covering a variety of (hetero)aryl and alkyl alkynes and 1,3-enynes as well as radical precursors with excellent functional group tolerance.

Angewandte Chemie, International Edition 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, Synthetic Route of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem