38323-03-4

Upstream product

• 64-17-5 ethanol 
• 34713-70-7 2-Phenylpropanal 
• 105-53-3 diethyl malonate 

Downstream Products

• 112348-12-6 ethyl 2-ethoxycarbonyl-3-methyl-4-phenylpentanoate 
• 112348-12-6 ethyl 2-ethoxycarbonyl-3-methyl-4-phenylpentanoate 
• 252950-62-2 2-hydroxy-8-methyl-3-(2-phenylprop-1-enyl)-4H-pyrido[1,2-a]pyrimidin-4-one 
• 252950-68-8 (+/-)-2,8-methyl-2-phenyl-2,3-dihydro-4-H-furo[2,3-d]-pyrido[1,2-a]-pyrimidin-4-one 
• 112348-14-8 ethyl 3-butyl-2-ethoxycarbonyl-4-phenylpentanoate 
• 112348-14-8 ethyl 3-butyl-2-ethoxycarbonyl-4-phenylpentanoate 

Relevant academic research and scientific papers

Organocatalytic Knoevenagel condensation by chiral: C 2-symmetric tertiary diamines

The efficient Knoevenagel condensation catalyzed by (1S,2S)-1,2-diaminocyclohexane derivatives is presented and investigated. Various aliphatic aldehydes undergo condensation with active methylene compounds to yield the corresponding products in high yields. α-Branched aldehydes were found to be efficiently converted to the corresponding enantiomerically enriched products by using these chiral tertiary diamine catalysts.

Synthesis of a new urea derivative: A dual-functional organocatalyst for Knoevenagel condensation in water

A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed.

Highly efficient thermal cyclization reactions of alkylidene esters in continuous flow to give aromatic/heteroaromatic derivatives

Intramolecular thermal cyclization and benzannulation reactions of the Gould-Jacobs and Conrad-Limpach types were performed in a designed continuous flow reactor system at temperatures in the range of 300-360°C and under high pressure conditions (100-160 bar) with very short residence times (0.45-4.5 min) in tetrahydrofuran as a low-boiling point solvent. Substituted heteroaromatic compounds including pyridopyrimidinones and hydroxyquinolines were synthesized in moderate to high yields. Application of the reaction conditions also allows the synthesis of naphthol and biphenyl derivatives. The procedure involves an easy work-up and the non-batchwise preparative synthesis method is suitable for automation.

The catalytic asymmetric Knoevenagel condensation

116 years after the discovery of the Knoevenagel condensation, the first catalytic asymmetric variant has been developed. Dynamic kinetic resolution in the reaction of α-branched aldehydes with malonates in the presence of a newly designed and readily available modified cinchona amine catalyst gives the corresponding alkylidene malonates in high enantioselectivity (see scheme).

Electro-organic reactions. Part 49. The synthesis and stereoselective electrochemical hydroxylation of 2,3-dihydro-4H-furo[2,3-d]pyrido[1,2-a]pyrimidin-4-ones

Attempted electrochemical (anodic) hydroxylation of pyridopyrimidine derivatives in the pyridine ring, using trifluoroacetate as nucleophile, fails because enol forms predominate which undergo anodic C-O coupling. Substitution, aimed at precluding enolisa