Tag: M.W=200-250

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

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

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

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

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

Cho, Chan Sik published the artcileA recyclable copper catalysis in quinoxaline synthesis from α-hydroxyketones and o-phenylenediamines, Safety of 2-(Thiophen-2-yl)quinoxaline, the main research area is hydroxyketone phenylenediamine recyclable copper oxidative cyclization quinoxaline preparation; oxidative cyclization catalyst recyclable copper.

O-Phenylenediamines react with α-hydroxyketones in toluene at 100° in the presence of a catalytic amount of a copper catalyst along with MS 4 Å under O2 atmosphere to afford the corresponding quinoxalines in high yields. The catalytic system could be easily recovered and reused several times without any loss of catalytic activity.

Journal of Organometallic Chemistry published new progress about Aromatic diamines 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, Safety of 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Petiot, Pauline published the artcilePalladium-catalyzed cross-coupling reaction of functionalized aryl- and hetero-arylbismuthanes with 2-halo(or 2-triflyl)-azines and -diazines, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is aryl heteroarene preparation; heteroaryl halide arylbismuthane cross coupling palladium catalyst.

The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described.

European Journal of Organic Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (hetero-). 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

Zhang, Wei published the artcilePalladium-Catalyzed Chelation-Assisted Aromatic C-H Nitration: Regiospecific Synthesis of Nitroarenes Free from the Effect of the Orientation Rules, Related Products of quinoxaline, the main research area is arene palladium chelation assisted regiospecific ortho nitration catalyst; nitroarene preparation; aryl oxime palladium chelation assisted regiospecific ortho nitration catalyst; nitro aryl ketone preparation.

A palladium-catalyzed chelation-assisted ortho-nitration of aryl C-H bond is described. A range of azaarenes such as 2-arylquinoxalines, pyridines, quinoline, and pyrazoles were nitrated with excellent chemo- and regioselectivity. Using the O-Me oximyl group as a removable directing group, the regiospecific synthesis of a variety of o-nitro aryl ketones was achieved starting from aryl ketones via a three-step process involving the Pd-catalyzed ipso-nitration of C-H bond as a key step. Mechanistic investigations support a silver-mediated radical mechanism involving Pd(II/III) and/or Pd(II/IV) catalytic cycles under oxidizing conditions.

Journal of Organic Chemistry published new progress about Aromatic hydrocarbons 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

Zeng, Jiajun published the artcileA practical access to 1,2-dicarbonyls via oxidation of alkynes catalyzed by gold(I) immobilized on MCM-41, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is dicarbonyl preparation; alkyne oxidation MCM41 anchored diphenylphosphine gold complex; MCM41 anchored diphenylphosphine gold complex catalyst preparation.

The heterogeneous gold(I)-catalyzed oxidation of alkynes was achieved by using 2,3-dichloropyridine N-oxide as oxidant and MCM-41-anchored diphenylphosphine-gold(I) complex [MCM-41-Ph2P-AuNTf2] as the catalyst under mild and acid-free conditions, yielding diverse 1,2-dicarbonyls in good to excellent yields with easy recycling of the gold catalyst. The developed method is applicable to a wide variety of alkynes including internal or terminal alkynes, alkynyl ethers or thioethers and ynamides, and can tolerate a wide range of functional groups.

Journal of Organometallic Chemistry published new progress about Alkynes, internal 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

Lassagne, Frederic published the artcileSaccharin as an organocatalyst for quinoxalines and pyrido[2,3-b]pyrazines syntheses, COA of Formula: C12H8N2S, the main research area is arylenediamine dicarbonyl cyclocondensation saccharin organocatalyst; quinoxaline preparation catalyst solvent effect green chem; pyridopyrazine regioselective preparation regioisomer catalyst solvent effect green chem.

A room-temperature procedure using saccharin as catalyst was described for the cyclocondensation of different 1,2-arylenediamines with various 1,2-dicarbonyl compounds, yielding either quinoxalines or pyrido[2,3-b]pyrazines. The reactions proceed in very short reaction times in MeOH, and the target heterocycles were isolated in quant. yields after addition of water, filtration, and drying. Substituted pyrido[2,3-b]pyrazines can also be reached regioselectively by reacting α-keto aldehydes with 2,3-diaminopyridine.

Synthetic Communications published new progress about Aromatic diamines 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, COA of Formula: C12H8N2S.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider