32230-90-3

Upstream product

• 80866-76-8 2-methyl-6-hydroxymethyl-1-nitrobenzene 
• 55324-02-2 1-(bromomethyl)-3-methyl-2-nitrobenzene 
• 81-20-9 2,6-dimethylnitrobenzene 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 91192-25-5 3-Methyl-2-nitrobenzyl cyanide 
• 90765-18-7 <2-Amino-3-methyl-phenyl>-acetonitril 
• 3770-50-1 2-carbethoxyindole 

Relevant academic research and scientific papers

Three consecutive steps over the chirally modified Pt surface: Asymmetric catalytic cascade reaction of 2-nitrophenylpyruvates

The influence of the reaction conditions on the asymmetric heterogeneous cascade reaction of 2-nitrophenylpyruvates over Pt catalysts modified with cinchonidine leading to (R)-3-hydroxy-3,4-dihydroquinolin-2(1H)-one derivatives has been studied. Results of studies on the amount of acetic acid or catalyst, nature of the Pt support, kinetic examinations, effect of H2 pressure, and modifier and substrate concentrations showed that all three steps of this catalytic cascade take place on the Pt surface, with the nitro group reduction immediately following the enantioselective hydrogenation of the keto group, whereas the final intramolecular amidation was preceded by desorption after complete reduction of the substrate and re-adsorption of the corresponding intermediate.

SYNTHESIS OF INDOLES FROM ACETOACETIC ESTERS

The present invention relates to a synthesizing method of indole using acetoacetic ester and, more specifically, to a synthesizing method of indole which induces reduction of a nitro group into an amine group and aromatic cyclization with a ketone group through hydrogenation using a metal catalyst in a 2-nitrobenzyl ketone compound, after synthesizing the 2-nitrobenzyl ketone compound through deacetylation using a manganese (III) / cobalt (II) catalyst in a 2-nitrobenzyl acetone compound obtained by adding an acetoacetic ester compound in a 2-nitrobenzyl bromide compound.COPYRIGHT KIPO 2016

Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(iii)/Co(ii) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl bromides efficiently produced diversely substituted indoles. This journal is

Preparation of optically enriched 3-hydroxy-3,4-dihydroquinolin-2(1H)-ones by heterogeneous catalytic cascade reaction over supported platinum catalyst

The development of a novel heterogeneous catalytic asymmetric cascade reaction for the synthesis of tetrahydroquinolines from 2-nitrophenylpyruvates is reported. Optically enriched 3-hydroxy-3,4-dihydroquinolin-2(1H)-ones are prepared by enantioselective hydrogenation of the activated keto group over a Cinchona alkaloid-modified Pt catalyst, reduction of the nitro group and spontaneous cyclization cascade. Acceleration of the enantioselective hydrogenation of the activated keto group over the catalyst modified by Cinchona alkaloids ensured high tetrahydroquinolinone selectivities. The scope of the reaction was checked using twelve substrates. Both yields and enantioselectivities were significantly influenced by the nature and position of the substituents on the phenyl ring. Substituents adjacent to the nitro group considerably increased the product yield, due to their effect on the nitro group′s reduction rate; however, had only a limited effect on enantioselectivities. Copyright

Unexpected formation of quinolone derivatives in Reissert indole synthesis

The Reissert indole synthesis was found to unexpectedly give 3-hydroxy-1,2,3,4-tetrahydro-2-quinolone derivative 4, sometimes in a high ratio with the expected ethyl indole-2-carboxylate derivatives 3 in a low ratio, depending on the conditions of the catalytic reduction of the intermediate 2-nitrophenylpyruvate 2. This reactivity is characteristic in the preparation of 7-substituted indoles.