3885-46-9

Upstream product

• 3885-45-8 ethyl 2,3-dioxo-3-phenylpropanoate 
• 95-54-5 1,2-diamino-benzene 
• 191152-69-9 3-Chloro-2-cyano-2-hydroxy-3-phenyl-propionic acid ethyl ester 
• 221171-91-1 ethyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate 
• 55919-47-6 ethyl 2-bromo-3-oxo-3-phenylpropionate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 81447-37-2 ethyl 3-oxo-3-phenyl-2-(tosyloxy)propanoate 
• 3556-76-1 ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate 
• 62-53-3 aniline 
• 53256-22-7 ethyl β-anilinocinnamate 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 28383-65-5 ethyl 2-diazo-3-oxo-3-phenylpropanoate 
• 124716-83-2 Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>-2-benzoylacetate 
• 25015-52-5 ethyl 2-cyano-3-phenyloxirane-2-carboxylate 

Downstream Products

• 22239-98-1 1-(3-phenylquinoxalin-2-yl)ethan-1-one 
• 1504-78-5 3-phenylquinoxaline-2(1H)-one 
• 5021-43-2 2-phenylquinoxaline 
• 92427-66-2 3-phenylquinoxaline-2-carboxylic acid 
• 6954-91-2 11H-Indeno[1,2-b]quinoxaline-11-one 
• 1133716-36-5 3-phenylquinoxaline-2-carbohydrazide 

Relevant academic research and scientific papers

Reactivity of 2-Halo-2H-azirines. 1. Reactions with Nucleophiles

Nucleophilic substitution reactions of 2-halo-2H-azirines 1a, 1b, 1d, and 1e with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines 2-5. The reactions of 2-bromo-2H-azirine 1a with methylamine led to the synthesis of

Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors

Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.

Isobutyl Nitrite-Mediated Synthesis of Quinoxalines through Double C?H Bond Amination of N-Aryl Enamines

An efficient and metal-free double C?H bond amination of N-aryl enamines using isobutyl nitrite (IBN) has been developed. This method enables the preparation of functionalized quinoxalines in good to excellent yields and tolerates a variety of N-aryl enamines with diverse functional substituents. Mechanistic studies revealed the presence of a key β-imino oxime ester intermediate. A quinoxaline derivative could be prepared from β-carbonyl ester in one-pot sequence on a gram scale. Finally, two important quinoxaline scaffolds were easily prepared in moderate yields over two steps. (Figure presented.).

PIDA/TBAB-Promoted Oxidative Geminal Dibromofunctionalization of Alkynes: Direct Synthesis of Geminal Diazides

PIDA/TBAB-promoted oxidative geminal diazidofunctionalization of alkynes has been described for the first time. The transformation demonstrates a mechanistically distinctive approach to access geminal diazides, in which TBAB plays a crucial role as brominating agent and for the in situ generation of tetrabutylammonium azide. Furthermore, we have demonstrated here the first cycloaminative strategy by tactically employing the two azides groups leading to quinoxalines and synthesis of bis-triazole derivatives via copper catalysis.

PIFA-promoted intramolecular oxidative C(aryl)-H amidation reaction: Synthesis of quinolino[3,4-b]quinoxalin-6(5H)-ones

A facile and direct intramolecular oxidative C(aryl)-H amidation reaction was developed for the synthesis of quinolino[3,4-b]quinoxalin-6(5H)-ones in moderate to excellent yields starting from readily available materials by tethering the adjacent N-methoxyamide and aryl portions in the presence of phenyliodine(III) bis(trifluoroacetate) at room temperature. This metal-free approach is a valuable addition to the traditional methods already available for the preparation of these molecules.

Aerobic oxidation of β-dicarbonyls into vicinal tricarbonyls by Cu(II) salts for one-pot synthesis of quinoxalines

Vicinal tricarbonyl intermediates are directly synthesized from β-dicarbonyls with the aid of Cu(II) salts and air, and they are further condensed with phenylene diamine to produce a range of quinoxalines in moderate to good yields in one-pot reaction.

Iron-Catalyzed Annulation of 1,2-Diamines and Diazodicarbonyls for Diverse and Polyfunctionalized Quinoxalines, Pyrazines, and Benzoquinoxalines in Water

A novel and facile iron-catalyzed tandem annulation of o-phenylenediamines and diazocarbonyls in water for the construction of polyfunctionalized quinoxalines has been developed. The key strategy includes the one-pot domino N?H insertion, cyclization, and

Efficient synthesis method of quinoxalinone derivatives

The invention discloses a synthesis method of quinoxalinone derivatives. According to the new route, enamine compounds obtained by synthesizing ordinary arylamine, keto ester, 3-oxo-nitrile or 1,3-dicarbonyl are used as the raw material, and 2,3-disubstit

2,3-di-substituted quinoxaline derivatives method for the preparation of

The invention discloses a novel preparation method for 2,3-disubstituted quinoxaline derivatives. After arylamine and a 1,3-dicarbonyl-2-oxime compound serving as raw materials are condensed, cyclization is performed by using electrophilic substitution reaction of nitrogen positive ions in molecules, so that 'condensation-cyclization' reactions are skillfully linked together, and the 2,3-disubstituted quinoxaline derivatives having different substituent groups on benzene rings are obtained by a two-step one-kettle method. Compared with the traditional synthetic method, the method has the advantages that the raw materials are cheap and readily available; intermediate products do not need to be treated in the process, so that the synthesis steps are simplified; particularly, substitution on the benzene rings can be carried out by using arylamine compounds in many different ways, so that diversity of product structures is realized, and deep study on the quinoxaline derivatives is facilitated. 18 unreported new compounds are also obtained by using the method disclosed by the invention.

Synthesis of Quinoxaline Derivatives via Tandem Oxidative Azidation/Cyclization Reaction of N -Arylenamines

A new method was developed for the synthesis of quinoxalines. This method employs N-arylenamines and TMSN3 as the starting materials and implements two oxidative C-N bond-forming processes in a tandem pattern by using (diacetoxyiodo)benzene as the common oxidant. The present reaction conditions are mild and simple and thus are useful in practical synthesis. (Chemical Equation Presented).