Ucar, Sefa’s team published research in Journal of Organic Chemistry in 2020-12-04 | CAS: 40353-41-1

Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Formula: C12H8N2S.

Ucar, Sefa published the artcileTransition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling, Formula: C12H8N2S, the main research area is heteroarylquinoxaline preparation quinoxaline heteroarylation transition metal free fluorescence; phenazine heteroaryl fused preparation diheteroarylquinoxaline oxidative coupling fluorescence.

A concise method for the construction of heteroaryl-fused phenazines was developed via PIFA-BF3·Et2O-mediated oxidative coupling of di-heteroarylated quinoxalines for the first time. Synthesis of mono- and di-heteroarylation of quinoxaline was performed effectively using only LiTMP reagent under transition metal-free conditions and without the use of halogen-containing starting compounds In addition, nonsym. di-heteroarylated quinoxalines were synthesized through reheteroarylation of mono-heteroarylated quinoxalines in the same way. Oxidation of the saturated compounds formed after heteroarylation was easily accomplished with iodine. The UV-vis absorption and fluorescence features of some compounds were examined

Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Formula: C12H8N2S.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Gopalaiah, Kovuru’s team published research in Organic & Biomolecular Chemistry in 2017 | CAS: 40353-41-1

Organic & Biomolecular Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Synthetic Route of 40353-41-1.

Gopalaiah, Kovuru published the artcileCopper-catalyzed aerobic oxidative coupling of o-phenylenediamines with 2-aryl/heteroarylethylamines: direct access to construct quinoxalines, Synthetic Route of 40353-41-1, the main research area is phenylenediamine arylethylamine copper catalyst aerobic oxidative coupling; aryl quinoxaline preparation green chem.

A copper-catalyzed oxidative coupling reaction of o-phenylenediamines with 2-aryl/heteroarylethylamines using mol. oxygen as an oxidant was developed. This approach provided a practical and direct access to construct quinoxalines in excellent yields at room temperature The reaction has a broad substrate scope and exhibited excellent functional-group tolerance. This method could be easily scaled up and applied to the synthesis of biol. active mols. bearing a quinoxaline structural scaffold.

Organic & Biomolecular Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Synthetic Route of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Knapp, David M.’s team published research in Journal of the American Chemical Society in 2009-05-27 | CAS: 40353-41-1

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Category: quinoxaline.

Knapp, David M. published the artcileA General Solution for Unstable Boronic Acids: Slow-Release Cross-Coupling from Air-Stable MIDA Boronates, Category: quinoxaline, the main research area is boronate methyliminodiacetic air stable preparation slow release cross coupling.

Many boronic acids, including 2-heterocyclic, vinyl, and cyclopropyl derivatives, are inherently unstable, which can limit their bench-top storage and/or efficient cross-coupling. The authors herein report the 1st general solution to this problem: in situ slow release of unstable boronic acids from the corresponding air-stable N-methyliminodiacetic acid (MIDA) boronates. This remarkably general approach has transformed all three classes of these unstable boronic acids into shelf-stable and highly effective building blocks for cross-coupling with a wide range of aryl and heteroaryl chlorides.

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Fuerstner, Alois’s team published research in Journal of the American Chemical Society in 2002-11-20 | CAS: 40353-41-1

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Related Products of quinoxaline.

Fuerstner, Alois published the artcileIron-Catalyzed Cross-Coupling Reactions, Related Products of quinoxaline, the main research area is iron complex cross coupling catalyst organometallic compound; aryl chloride triflate tosylate coupling iron catalyst; heteroaryl chloride triflate tosylate coupling iron catalyst; green chem iron complex cross coupling catalyst.

Simple iron salts such as FeCln, Fe(acac)n (n = 2,3) or the salen complex I turned out to be highly efficient, cheap, toxicol. benign, and environmentally friendly precatalysts for a host of cross-coupling reactions of alkyl or aryl Grignard reagents, zincates, or organomanganese species with aryl and heteroaryl chlorides, triflates, and even tosylates. An “”inorganic Grignard reagent”” of the formal composition [Fe(MgX)2], prepared in situ, likely constitutes the propagating species responsible for the catalytic turnover, which occurs in many cases at an unprecedented rate even at or below room temperature Because of the exceptionally mild reaction conditions, a series of functional groups such as esters, ethers, nitriles, sulfonates, sulfonamides, thioethers, acetals, alkynes, and -CF3 groups are compatible. The method also allows for consecutive cross-coupling processes in one pot, as exemplified by the efficient preparation of compound II, and has been applied to the first synthesis of the cytotoxic marine natural product montipyridine (III). In contrast to the clean reaction of (hetero)aryl chlorides, the corresponding bromides and iodides are prone to a reduction of their C-X bonds in the presence of the iron catalyst.

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Nguyen, Le Anh’s team published research in Advanced Synthesis & Catalysis in 2022-08-16 | CAS: 40353-41-1

Advanced Synthesis & Catalysis published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline.

Nguyen, Le Anh published the artcileSulfur-Catalyzed Oxidative Condensation of Aryl Alkyl Ketones with o-Phenylenediamines: Access to Quinoxalines, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is quinoxaline preparation; aryl alkyl ketone phenylenediamine oxidative condensation sulfur catalyst; naphthoquinoxaline preparation; alpha tetralone phenylenediamine oxidative condensation sulfur catalyst.

Here catalytic activity of elemental sulfur in the oxidative condensation of o-phenylenediamines with acetophenones in DMSO to provide quinoxalines I [R = H; R1 = Ph, 4-MeC6H4, 2-FMeC6H4, etc.] was reported. The method was also extended to α-tetralones, propiophenones (R=Me) as well as higher homologs (R=Et, n-Pr) in place of acetophenones, leading to a wide range of naphthoquinoxalines II [R2 = H, 3-OMe, 2-F, etc.]and 3-substituted 2-arylquinoxalines I [R = Me, Et, 2-FMeC6H4, etc.].

Advanced Synthesis & Catalysis published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Mohan Saini, Kapil’s team published research in European Journal of Organic Chemistry in 2017 | CAS: 25983-14-6

European Journal of Organic Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Synthetic Route of 25983-14-6.

Mohan Saini, Kapil published the artcileTrifluoroacetic Acid Mediated One-Pot Synthesis of Furo-Fused Quinoxalines/Pyrazines, Synthetic Route of 25983-14-6, the main research area is furoquinoxaline preparation; dichloroquinoxaline alkyne cyclization copper palladium catalyst; furopyrazine preparation; pyrazine alkyne cyclization copper palladium catalyst.

A trifluoroacetic acid promoted step-economical one-pot approach to the synthesis of furo-fused quinoxalines/ I (R = C6H5, 4-CF3C6H4, thiophen-3-yl, etc.; R1, R2 = H, Me, Cl)/pyrazines II (R3 = 2-Me, 4-Et, 4-nBu, etc.) by the reaction of 2,3-dichloroquinoxalines such as 2,3-dichloroquinoxaline, 2,3-dichloro-6-methylquinoxaline, 2,3-dichloro-6,7-dimethylquinoxaline, 2,3,6,7-tetrachloroquinoxaline /2,3-dichloropyrazine with alkynes RCCH is described. The reaction involves a selective in-situ Sonogashira coupling step and a hydroxylation followed by a metal-free 5-endo-dig cyclization. Preliminary experiments show that trifluoroacetic acid acts as a source of oxygen for the oxyarylation step, and isotopic labeling studies support the proposal that the mechanistic pathway involves activation of the alkyne by the acidic medium. Various kinds of substituents are tolerated, which should prove valuable for structural and biol. investigations.

European Journal of Organic Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Synthetic Route of 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Mohan Saini, Kapil’s team published research in European Journal of Organic Chemistry in 2017 | CAS: 39267-05-5

European Journal of Organic Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Category: quinoxaline.

Mohan Saini, Kapil published the artcileTrifluoroacetic Acid Mediated One-Pot Synthesis of Furo-Fused Quinoxalines/Pyrazines, Category: quinoxaline, the main research area is furoquinoxaline preparation; dichloroquinoxaline alkyne cyclization copper palladium catalyst; furopyrazine preparation; pyrazine alkyne cyclization copper palladium catalyst.

A trifluoroacetic acid promoted step-economical one-pot approach to the synthesis of furo-fused quinoxalines/ I (R = C6H5, 4-CF3C6H4, thiophen-3-yl, etc.; R1, R2 = H, Me, Cl)/pyrazines II (R3 = 2-Me, 4-Et, 4-nBu, etc.) by the reaction of 2,3-dichloroquinoxalines such as 2,3-dichloroquinoxaline, 2,3-dichloro-6-methylquinoxaline, 2,3-dichloro-6,7-dimethylquinoxaline, 2,3,6,7-tetrachloroquinoxaline /2,3-dichloropyrazine with alkynes RCCH is described. The reaction involves a selective in-situ Sonogashira coupling step and a hydroxylation followed by a metal-free 5-endo-dig cyclization. Preliminary experiments show that trifluoroacetic acid acts as a source of oxygen for the oxyarylation step, and isotopic labeling studies support the proposal that the mechanistic pathway involves activation of the alkyne by the acidic medium. Various kinds of substituents are tolerated, which should prove valuable for structural and biol. investigations.

European Journal of Organic Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Verbitskiy, Egor V.’s team published research in Dyes and Pigments in 2020-07-31 | CAS: 40353-41-1

Dyes and Pigments published new progress about Aliphatic amines Role: ANT (Analyte), ANST (Analytical Study). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, COA of Formula: C12H8N2S.

Verbitskiy, Egor V. published the artcileSynthesis and characterization of linear 1,4-diazine-triphenylamine-based selective chemosensors for recognition of nitroaromatic compounds and aliphatic amines, COA of Formula: C12H8N2S, the main research area is diazine triphenylamine chemosensor recognition nitroarom compound aliphatic amine.

Novel 1,4-diazine-based dyes of the D-π-A type, possessing triphenylamine as an electron-donating group, have been developed. Fluorescence studies have demonstrated that emission of these fluorophores is sensitive towards different nitroarom. compounds and aliphatic amines, both in solutions and in a vapor phase. Moreover, these compounds can be considered as “”naked-eye”” fluorescent probes for solution polarity because they possess pronounced solvatochromic properties. Therefore, these compounds have to be regarded as potential multifunctional chemosensors for monitoring hazardous organic substances.

Dyes and Pigments published new progress about Aliphatic amines Role: ANT (Analyte), ANST (Analytical Study). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, COA of Formula: C12H8N2S.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Sawatzky, Ryan S.’s team published research in Synlett in 2018-04-30 | CAS: 40353-41-1

Synlett published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Application In Synthesis of 40353-41-1.

Sawatzky, Ryan S. published the artcile(DPEPhos)Ni(mesityl)Br: An Air-Stable Pre-Catalyst for Challenging Suzuki-Miyaura Cross-Couplings Leading to Unsymmetrical Biheteroaryls, Application In Synthesis of 40353-41-1, the main research area is heteroaryl halide heteroaryl boronic acid nickel Suzuki Miyaura; preparation unsym biheteroaryl; nickel Suzuki Miyaura cross coupling catalyst.

The successful application of (DPEPhos)Ni(mesityl)Br as a pre-catalyst in the Suzuki-Miyaura cross-coupling of heteroaryl chlorides or bromides and heteroaryl boronic acids is reported. The use of (DPEPhos)Ni(mesityl)Br in this context allows for such reactions to be conducted under mild conditions (2 mol% Ni, 25 °C), including cross-couplings leading to unsym. biheteroaryls. Successful transformations of this type involving problematic pyridinyl boronic acid substrates (10 mol% Ni, 60 °C) are also described.

Synlett published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Application In Synthesis of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Rueping, Magnus’s team published research in Beilstein Journal of Organic Chemistry in 2012 | CAS: 40353-41-1

Beilstein Journal of Organic Chemistry published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses) (chiral). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Computed Properties of 40353-41-1.

Rueping, Magnus published the artcileContinuous-flow catalytic asymmetric hydrogenations: reaction optimization using FTIR in-line analysis, Computed Properties of 40353-41-1, the main research area is continuous flow catalyst asym hydrogenation optimization FTIR analysis; Bronsted acid dinaphthodioxaphosphepin catalyst microreactor transfer hydrogenation; Brønsted acid; Hantzsch dihydropyridine; IR spectroscopy; asymmetric reduction; binolphosphoric acid; real-time analysis.

The asym. organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an in-line ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reduction reactions proceeded well and the desired products were isolated in high yield and in excellent enantioselectivity. The synthesis of the target compounds was achieved using chiral cyclic phosphates I (R = 9-anthracenyl, 9-phenanthryl) as organocatalysts and Hantzsch dihydropyridines as hydrogen donors.

Beilstein Journal of Organic Chemistry published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses) (chiral). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Computed Properties of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider