Heterocyclic Building Blocks-quinoxaline

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

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

Guntreddi, Tirumaleswararao published the artcileElemental sulfur mediated synthesis of benzoxazoles, benzothiazoles and quinoxalines via decarboxylative coupling of 2-hydroxy/mercapto/amino-anilines with cinnamic acids, Quality Control of 40353-41-1, the main research area is aminophenol cinnamic acid decarboxylative coupling reaction; arylmethyl benzoxazole preparation; mercaptoaniline cinnamic acid decarboxylative coupling reaction; benzothiazole arylmethyl preparation; aminoaniline cinnamic acid decarboxylative coupling reaction; aryl quinoxaline preparation.

An easy and practical method was developed for the synthesis of 2-benzylbenzoxazoles and 2-benzylbenzothiazoles using sulfur mediated decarboxylative coupling of cinnamic acids with 2-hydroxyanilines and 2-mercaptoanilines resp. under metal- and solvent-free conditions. However, the reaction of 2-aminoanilines with cinnamic acids led to the formation of 2-arylquinoxalines under the same set of reaction conditions. The transformation was versatile and compatible with a number of functional groups.

RSC Advances published new progress about Amino alcohols 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, Quality Control of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Matsumura, Mio published the artcileSynthesis of 2-arylquinoxalines: triarylstibane-catalyzed oxidative cyclization of α-hydroxy ketones with 1,2-diamines under aerobic conditions, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is quinoxaline aryl preparation; diamine hydroxy ketone aerobic oxidative cyclization triarylstibane catalyst.

The reaction of α-hydroxy ketones ArC(O)CH2OH (Ar = Ph, 4-bromophenyl, 2-naphthyl, 2-thienyl, etc.) with 1,2-diamines such as benzene-1,2-diamine, 4,5-dibromobenzene-1,2-diamine, naphthalene-2,3-diamine, etc. in the presence of triphenylstibane (10 mol%) as catalyst led to the formation of 2-arylquinoxalines I (R1 = H, MeO, Me, Br, CN, CF3; R2 = H, MeO, Br, Me, CN; R1R2 = CH=CH-CH=CH) in moderate to good yield under aerobic conditions. This reaction is the first example of oxidative cyclization catalyzed by organoantimony compounds

Heterocycles 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, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhang, Pei-Ming published the artcileA One-pot Facile Synthesis of 2,3-Dihydroxyquinoxaline and 2,3-Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst, SDS of cas: 39267-05-5, the main research area is dichloroquinoxaline preparation green chem; aromatic diamine oxalic acid tandem heterocyclization silica gel catalyst.

An efficient one-pot reaction has been developed for the synthesis of 2,3-dichloroquinoxaline derivatives I (R1 = H, H3CO, Cl, etc.; R2 = H, F, CH3, etc.; R3 = H, CH3; R1R2 = CH=CH-CH=CH). The reaction was performed in two steps via a silica gel catalyzed tandem process from o-phenylenediamines 2-H2N-3-R3-4-R1-5-R2C6HNH2 and oxalic acid, followed by addition of phosphorus oxychloride (POCl3). A variety of 2,3-dichloroquinoxalines I have been obtained in good to excellent overall yields.

Journal of Heterocyclic Chemistry published new progress about Aromatic diamines 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, SDS of cas: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhang, Pei-Ming published the artcileA One-pot Facile Synthesis of 2,3-Dihydroxyquinoxaline and 2,3-Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst, Quality Control of 25983-14-6, the main research area is dichloroquinoxaline preparation green chem; aromatic diamine oxalic acid tandem heterocyclization silica gel catalyst.

An efficient one-pot reaction has been developed for the synthesis of 2,3-dichloroquinoxaline derivatives I (R1 = H, H3CO, Cl, etc.; R2 = H, F, CH3, etc.; R3 = H, CH3; R1R2 = CH=CH-CH=CH). The reaction was performed in two steps via a silica gel catalyzed tandem process from o-phenylenediamines 2-H2N-3-R3-4-R1-5-R2C6HNH2 and oxalic acid, followed by addition of phosphorus oxychloride (POCl3). A variety of 2,3-dichloroquinoxalines I have been obtained in good to excellent overall yields.

Journal of Heterocyclic Chemistry published new progress about Aromatic diamines 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, Quality Control of 25983-14-6.

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