Heterocyclic Building Blocks-quinoxaline

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

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 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

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

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

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

Xu, Yingying published the artcileIridium-Catalyzed Carbenoid Insertion of Sulfoxonium Ylides for Synthesis of Quinoxalines and β-Keto Thioethers in Water, Formula: C12H8N2S, the main research area is keto thioether green preparation carbenoid insertion annulation water; quinoxaline green preparation carbenoid insertion annulation water.

Sulfoxonium ylides as safe carbene precursors are described for iridium-catalyzed carbene insertions and annulation, providing a facile and green approach to access a variety of quinoxaline derivatives in water. This water-mediated method also allows the preparation of β-keto thioethers under mild condition.

European Journal of Organic Chemistry published new progress about Aromatic diamines Role: RCT (Reactant), RACT (Reactant or Reagent) (ortho). 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

Emmadi, Narender Reddy published the artcileSodium dodecylsulfate induced synthesis of quinoxalines, Related Products of quinoxaline, the main research area is quinoxaline preparation; phenylenediamine bromo ketone sodium dodecyl sulfate heterocyclization green chem.

A simple and efficient sodium dodecylsulfate (SDS) induced method for the synthesis of quinoxalines in excellent yields in water at room temperature by the reaction of phenacyl bromides and o-phenylene diamines was developed. Simple reaction conditions, wide compatibility and high yields were the advantages of this protocol.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (bromo). 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

Liu, Yun-Kui published the artcileRegiospecific Synthesis of Nitroarenes by Palladium-Catalyzed Nitrogen-Donor-Directed Aromatic C-H Nitration, Category: quinoxaline, the main research area is nitro arene regioselective preparation palladium catalyst; regioselective nitration arene nitrogen functional group guided.

Regioselective approach to nitroarenes involving palladium-catalyzed direct ortho-nitration of aromatic C-H bonds guided by a nitrogen functional group is described. E.g., Pd-catalyzed ortho-nitration of aromatic C-H bonds directed by a quinoxaline ligand (e.g., I) in presence of Pd(OAc)2, AgNO2, and K2S2O8 as oxidant gave 86% nitroarene II. The nitrating protocol was applied to other N-donor tethered aromatics [e.g., 2-arylpyridines, benzo[h]quinoline, 2-arylpyrazoles].

Chemistry – A European Journal published new progress about Aromatic nitro compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Ko, Kwangseok published the artcileDiscovery of a Novel Highly Selective Histamine H4 Receptor Antagonist for the Treatment of Atopic Dermatitis, Formula: C9H6Cl2N2, the main research area is atopic dermatitis H4 receptor antagonist preparation; pyrido tetrazolo pyrazine analog preparation atopic dermatitis.

The histamine H4 receptor (H4R), a member of the G-protein coupled receptor family, has been considered as a potential therapeutic target for treating atopic dermatitis (AD). A large number of H4R antagonists have been disclosed, but no efficient agents controlling both pruritus and inflammation in AD have been developed yet. Here, we have discovered a novel class of orally available H4R antagonists showing strong anti-itching and anti-inflammation activity as well as excellent selectivity against off-targets. A pharmacophore-based virtual screening system constructed in house successfully identified initial hit compound 9, and the subsequent homol. model-guided optimization efficiently led us to discover pyrido[2,3-e]tetrazolo[1,5-a]pyrazine analog 48 as a novel chemotype of a potent and highly selective H4R antagonist. Importantly, orally administered compound 48 exhibits remarkable efficacy on antipruritus and anti-inflammation with a favorable pharmacokinetic (PK) profile in several mouse models of AD. Thus, these data strongly suggest that our compound 48 is a promising clin. candidate for treatment of AD.

Journal of Medicinal Chemistry published new progress about 5-HT receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Formula: C9H6Cl2N2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider