10129-97-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 480-96-6 benzofurazan oxide 
• 1896-62-4 (E)-benzalacetone 
• 81485-18-9 2-formyl-3-phenylquinoxaline 1,4-dioxide 
• 95-54-5 1,2-diamino-benzene 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 2813-22-1 2-methanesulfinyl-1-phenyl-ethanone 
• 14208-17-4 o-benzoquinone-1,2-dioxime 
• 5021-43-2 2-phenylquinoxaline 

Downstream Products

• 716-79-0 2-phenyl-1H-benzoimidazole 
• 1504-78-5 3-phenylquinoxaline-2(1H)-one 
• 59393-45-2 3-phenyl-2-quinoxalinecarbonitrile 

Relevant academic research and scientific papers

A simple and efficient method for the preparation of N- heteroaromatic N-oxides

Urea-hydrogen peroxide/formic acid system has shown utility for mild and safe N-oxidation of N-heteroaromatic compounds.

A ONE-STEP SYNTHESIS OF 2-FORMYLQUINOXALINE 1,4-DIOXIDES

2-Formylquinoxaline 1,4-dioxide was easily prepared from the reaction of o-benzoquinone dioxime with cinnamaldehyde at low temperatures.A possible mechanism for the reaction is briefly discussed.

Synthesis of Quinoxaline Derivatives through Condensation of 1,2-Diaminobenzenes with β-Keto Sulfoxides

The reaction of o-phenylenediamine with α-methylsulfinylcyclohexanone and α-methylsulfinylcyclopentanone in the presence of acetic acid afforded 1,2,3,4-tetrahydrophenazine and 2,3-dihydro-1H-cyclopentaquinoxaline, respectively. 3,4-Diaminotoluene and 3,4-diaminochlorobenzene were reacted with α-methylsulfinylacetophenone to give a mixture of the corresponding 6- and 7-substituted 2-phenylquinoxaline.Condensation of 3,4-diaminomethoxybenzene with α-methylsulfinylacetophenone gave 7-methoxy-2-phenylacetophenone, whereas, the same reaction between 3,4-diaminonitrobenzene and α-methylsulfinylacetophenone yielded 6-nitro-2-phenylquinoxaline.

Formation of Quinoxaline Monoxides from Reaction of Benzofurazan Oxide with Enones and 13C NMR Correlations of Quinoxaline N-Oxides

Benzofuran oxide (1) reacts with a variety of enones and amines to give quinoxaline monoxides.The nature of the amine determines the regiochemistry of the product: secondary amines give a type 4 product and primary amines give a type 5 product.Reaction of 1, cinnamaldehyde, and morpholine gave both 4a and 8a.The regiochemistry of these N-oxide products is discussed in terms of intermediate 11.Principal limitations of these reactions for synthesis are the low yields and the lack of universality for enones as substrates. 13C NMR correlations for quinoxaline monoxides and dioxides are presented.