54795-01-6

Upstream product

• 89951-61-1 6-(4-chlorophenyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester 
• 294194-13-1 2-(4-Chloro-phenyl)-4-hydroxy-4-methyl-6-oxo-cyclohexane-1,3-dicarboxylic acid diethyl ester 
• 35929-79-4 4-(4-chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 104-88-1 4-chlorobenzaldehyde 
• 67-64-1 acetone 

Downstream Products

• 75117-11-2 5-(4-chloro-phenyl)-3-methyl-cyclohex-2-enone oxime 

Relevant academic research and scientific papers

Rhodium-catalyzed tandem aldol condensation-Robinson annulation between aldehydes and acetone: Synthesis of 3-methylcyclohexenones

A simple catalytic, redox-neutral access to 3-methylcyclohexenones has been developed via rhodium catalysis in the presence of an amine additive and Ag2CO3. This process utilized simple aldehydes and acetone as substrates and tolerates a variety of functional groups. Disubstituted phenols were isolated in moderate yields when Cu(OAc)2 was employed as an oxidant.

The synthesis of cyclohexenone using l-proline immobilized on a silica gel catalyst by a continuous-flow approach

A facile and convenient method for the synthesis of cyclohexenone compounds was developed using an l-proline immobilized silica gel catalyst combined with a continuous-flow approach. Because of the mild reaction conditions, ease of catalyst recyclability, and product isolation, this reaction approach can potentially be used in a facile scale-up reaction or in industrial applications. the Partner Organisations 2014.

D-Aminoacylase-initiated cascade Aldol condensation/Robinson annulation for synthesis of substituted cyclohex-2-enones from simple aldehydes and acetone

As an important building block, developing efficient and green synthesis strategy of cyclohex-2-enones is of great importance. In this present work, a general approach to the mild synthesis of substituted cyclohex-2-enones derivatives starting fro m simple aldehydes and acetone have been achieved via D-aminoacylase-initiated Aldol condensation/Robinson annulation cascade reaction using imidazole as an additive in organic media. The influences of reaction conditions including solvents, enzyme concentration, additives type, molar ratio of enzyme to additive, and substrate scopes were systematically investigated. Furthermore, some experiments were designed to explore the catalytic roles of D-aminoacylase and imidazole in the multistep cascade process, and one possible mechanism was proposed.

L-Lysine/imidazole-catalyzed multicomponent cascade reaction: Facile synthesis of C5-substituted 3-methylcyclohex-2-enones

A facile and simple route for the direct preparation of substituted 3-methylcyclohex-2-enone via Aldol-Robinson cascade reaction of aldehydes and acetones catalyzed by the new catalytic system of L-lysine/imidazole in n-heptane with 0.5% water was reporte

Organocatalyst-mediated aldolrobinson cascade reactions: A convenient synthesis of substituted cyclohex-2-enones

A convenient organocatalytic process for the chemoselective synthesis of substituted cyclohex-2-enones was developed. The cascade reaction involves a remarkable Michael addition of an acyclic ketone-based enamine onto unmodified enones. The enamine-mediated aldolRobinson cascade reactions of aromatic and aliphatic aldehydes with acetone produced substituted cyclohex-2-enones in moderate to high yields under mild reaction conditions.

5-aryl-3-methyl-2-cyclohexen-1-ones from 4-aryl-1, 4-dihydropyridines (hantzsch esters)

Reductive cyclization of 2,6-dimethyl-3,5-dicarboxyethyl-4-aryl-1,4- dihydropyridines using sodium and methanol as solvent produces the 5-aryl-3- methyl-2-cyclohexen-1-ones.