1311318-53-2

Upstream product

• 946112-73-8 N-benzyl-6-bromoindoline-2,3-dione 
• 109-77-3 malononitrile 
• 6326-79-0 6-bromoisatin 
• 100-39-0 benzyl bromide 

Downstream Products

• 1346253-70-0 ethyl 1'-benzyl-6'-bromo-5,5-dicyano-2'-oxospiro[cyclopent[2]ene-1,3'-indoline]-2-carboxylate 
• 1428955-73-0 diethyl 1'-benzyl-6'-bromo-4-(tert-butylimino)-5,5-dicyano-2'-oxospiro[cyclopent[2]ene-1,3'-indoline]-2,3-dicarboxylate 
• 1428955-74-1 diethyl 1'-benzyl-6'-bromo-5,5-dicyano-4-(cyclohexylimino)-2'-oxospiro[cyclopent[2]ene-1,3'-indoline]-2,3-dicarboxylate 
• 1428955-78-5 dimethyl 1'-benzyl-6'-bromo-4-(tert-butylimino)-5,5-dicyano-2'-oxospiro[cyclopent[2]ene-1,3'-indoline]-2,3-dicarboxylate 
• 1613309-04-8 C₄₀H₃₀BrN₃O₃ 

Relevant academic research and scientific papers

Multicomponent reaction to construct spirocyclic oxindoles with a Michael (triple Michael)/cyclization cascade sequence as the key step

Multicomponent cycloadditions with readily available isocyanides, allenoates, and isatylidene malononitriles are disclosed. This reaction, which does not require the aid of any catalyst, allows the efficient syntheses of spirocyclic oxindoles with excellent regioselectivity. Reactions with ethyl 2,3-butadienoate and various structurally diverse α- and γ-substituted allenoates are also fully explored. Remarkably, we have shown that the usual three-component process can be further developed into an unprecedented four-component cycloaddition in the presence of water, which provides a new strategy to access highly unusual tricyclic oxindoles. From a synthetic point of view, this protocol is very interesting considering the high level of complexity reached in one step. The mechanism is thought to proceed by a triple Michael/cyclization process by using allenoate as a three carbon atom component (3 C). Furthermore, multicomponent reaction with γ-substituted allenoate also results in a very interesting conversion. In such cases, the unusual cleavage of the "C=C" double bond of isatylidene malononitrile and one of the "C=C" double bonds of allenoate is always observed. Multiply your chemistry! Multicomponent reactions with readily available isocyanides, allenoates, and isatylidene malononitriles are disclosed. This protocol provides a synthetic route to an exocyclic double bond containing a spirocyclic ring in an efficient manner with excellent regioselectivity (see scheme). Copyright

Triphenylphosphine-catalyzed [3+2] cycloaddition of allenoate and active olefins: Syntheses of spirooxindole derivatives

A series of spiro compounds was achieved by triphenylphosphine-catalyzed [3+2] cycloaddition between active methylenemalononitrile and ethyl 2,3-butadienoate. Careful investigation showed that the present method had high regioselectivity. The products have a spirooxindole skeleton, which is a motif common in many natural products and pharmaceutically active compounds. Georg Thieme Verlag Stuttgart - New York.