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

 

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

 

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

 

Zeng, Jiajun’s team published research in Journal of Organometallic Chemistry in 2022-10-01 | CAS: 40353-41-1

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.

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

 

Petiot, Pauline’s team published research in European Journal of Organic Chemistry in 2013 | CAS: 40353-41-1

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.

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’s team published research in Journal of Organic Chemistry in 2013-06-21 | CAS: 40353-41-1

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.

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

 

Lassagne, Frederic’s team published research in Synthetic Communications in 2014 | CAS: 40353-41-1

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.

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

 

Wang, Xiao-Tong’s team published research in European Journal of Organic Chemistry in 2020-06-15 | CAS: 40353-41-1

European Journal of Organic 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, Application of 2-(Thiophen-2-yl)quinoxaline.

Wang, Xiao-Tong published the artcileIridium-Catalyzed [4+2] Annulations of β-Keto Sulfoxonium Ylides and o-Phenylenediamines: Mild and Facile Synthesis of Quinoxaline Derivatives, Application of 2-(Thiophen-2-yl)quinoxaline, the main research area is quinoxaline synthesis iridium catalyzed cycloaddition keto sulfoxonium ylide phenylenediamine.

A synthetic method for quinoxaline derivatives from the [4+2] annulation of β-keto sulfoxonium ylides and o-phenylenediamine by using (Cp*IrCl2)2 catalyst is described [e.g., ylide I + 1,2-benzenediamine → quinoxaline II (98%) in presence of (Cp*IrCl2)2, AgSbF6 and NaHCO3 in dichloromethane]. This novel protocol features mild reaction conditions, moderate to excellent yields, wide substrate scope, and high functional-group compatibility. Moreover, this cyclization strategy was successfully applied in late-stage modification for structurally complex bioactive compounds

European Journal of Organic 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, Application of 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Lassagne, Frederic’s team published research in Synthesis in 2015-09-30 | CAS: 40353-41-1

Synthesis 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, Computed Properties of 40353-41-1.

Lassagne, Frederic published the artcileA Combined Experimental and Theoretical Study of the Ammonium Bifluoride Catalyzed Regioselective Synthesis of Quinoxalines and Pyrido[2,3-b]pyrazines, Computed Properties of 40353-41-1, the main research area is arylenediamine dicarbonyl ammonium bifluoride regioselective cyclocondensation catalyst; quinoxaline preparation crystal mol structure; pyridopyrazine preparation crystal mol structure.

Ammonium bifluoride was efficiently used at a 0.5 mol% loading to catalyze the cyclocondensation of 1,2-arylenediamines with 1,2-dicarbonyl compounds at room temperature in methanol-water to give quinoxalines or pyrido[2,3-b]pyrazines in excellent yields. Importantly, 2,8-disubstituted quinoxalines and 3-substituted pyrido[2,3-b]pyrazines were regioselectively formed by the reaction of arylglyoxals with 3-methylbenzene-1,2-diamine or pyridine-2,3-diamine, resp. An anal. of the d. functional theory reactivity indexes explained the catalytic role of ammonium bifluoride.

Synthesis 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, Computed Properties of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Cho, Chan Sik’s team published research in Journal of Organometallic Chemistry in 2009-09-01 | CAS: 40353-41-1

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.

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