147124-33-2

Upstream product

• 10298-80-3 2-chloro-5-methoxynitrobenzene 
• 108-59-8 malonic acid dimethyl ester 
• 61324-93-4 1-fluoro-nitro-4-methoxybenzene 
• 181481-48-1 methyl 4-methoxy-2-nitrophenyl-α-cyanoacetate 

Downstream Products

• 1257322-04-5 dimethyl 2-[4-methoxy-2-(4-methylphenylsulfonamido)phenyl]malonate 
• 1257322-06-7 dimethyl 2-[2-(tert-butoxycarbonylamino)-4-methoxyphenyl]malonate 
• 1257322-15-8 dimethyl-7-methoxy-1-(4-methylphenylsulfonyl)-3-vinyl-2,3-dihydroquinoline-4,4(1H)-dicarboxylate 
• 1291103-93-9 methyl 2-(4-methoxy-2-nitrophenyl)acrylate 
• 1291103-95-1 (2'R,3S)-diethyl 1-(benzyloxy)-6-methoxy-2'-(2-methylprop-1-enyl)-2-oxospiro[indoline-3,3'-pyrrolidine]-5',5'-dicarboxylate 
• 1291103-94-0 (4S,5R)-2,2-diethyl 4-methyl 4-(4-methoxy-2-nitrophenyl)-5-(2-methylprop-1-enyl)pyrrolidine-2,2,4-tricarboxylate 
• 7699-19-6 6-methoxyoxindole 

Relevant academic research and scientific papers

Regio- and enantioselective synthesis of functionalized tetrahydroquinolines by palladium-catalyzed cyclization of 2- amidophenylmalonates with allylic bisacetates

A palladium-catalyzed cyclization of 2-amidophenylmalonates with allylic bisacetates is described. Tetrahydroquinolines having a vinyl group at the 3- or 2-position were produced, in which the regioselectivity of the resulting products was altered depending on the substituent on the amino group. The product was transformed to the azabicyclo[3.3.1]nonene via the ring-closing metathesis. Enantioselective reactions also successfully proceeded in the presence of (S)-BINAP to give the optically active tetrahydroquinoline with high enantioselectivity.

Asymmetic organocatalytic 1,3-dipolar cycloaddition of azomethine ylide to methyl 2-(2-nitrophenyl)acrylate for the synthesis of diastereoisomers of spirotryprostatin A

Chemical equations presented. The total synthesis of two diastereomers of spirotryprostatin A has been established starting with an asymmetric 1,3-dipolar cycloaddition of methyl 2-(2-nitrophenyl)acrylate with azomethine ylides catalyzed by a Bronsted aci

Concise syntheses of the cruciferous phytoalexins brassilexin, sinalexin, wasalexins, and analogues: Expanding the scope of the Vilsmeier formylation

(Chemical Equation Presented) Efficient syntheses of the phytoalexins brassilexin, sinalexin, and analogues are demonstrated through the application of the Vilsmeier formylation to indoline-2-thiones followed by a new aqueous ammonia workup procedure. Similarly, a very concise two-pot synthesis of the phytoalexins wasalexins using sequential formylation-amination of indolin-2-ones is described. Remarkably, this novel aqueous ammonia workup allows the sequential one-pot formylation-amination, expanding substantially the scope of the Vilsmeier formylation of both indoline-2-thiones and indolin-2-ones. The examination of the formylation-amination reaction and optimization of conditions, as well as the syntheses and antifungal activities of several brassilexin analogues, are reported.

Process for preparing 2-oxindoles and N-hydroxy-2-oxindoles

The present invention provides a processes, having practical utility, for preparing 2-oxindoles, N-hydroxy-2-oxindoles, or mixtures thereof comprising: catalytically hydrogenating a 2-nitroarylmalonate diester to produce a 2-(N-hydroxyamino)arylmalonate diester, a 2-aminoarylmalonate diester, or mixtures thereof as a first reaction intermediate; cyclizing, by intramolecular aminolysis of one ester group, the first reaction intermediate to produce a N-hydroxy-2-oxindole-3-carboxylate ester, 2-oxindole-3-carboxylate ester, or mixtures thereof as a second reaction intermediate; and hydrolyzing and decarboxylating the remaining ester group of the second reaction intermediate to produce the N-hydroxy-2-oxindole, the 2-oxindole, or mixtures thereof, wherein the cyclization reaction and the hydrolysis and decarboxylation reaction are conducted in situ with the catalytic hydrogenation reaction without isolation of said reaction intermediates.