119448-13-4

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 945721-45-9 2-(5-methyl-2-styryl-phenyl)-pyridine 
• 220494-21-3 4,4-dimethyl-2-(2-methyl-6-styryl-phenyl)-4,5-dihydro-oxazole 
• 41108-92-3 3,3-diacetyl-1-phenyl-1-propylene 

Relevant academic research and scientific papers

Enzyme Promiscuity as a Remedy for the Common Problems with Knoevenagel Condensation

A new protocol based on lipase-catalyzed tandem reaction toward α,β-enones/enoesters is presented. For the synthesis of the desired products the tandem process based on enzyme-catalyzed hydrolysis and Knoevenagel reaction starting from enol acetates and aldehyde is developed. The relevant impact of the reaction conditions including organic solvent, enzyme type, and temperature on the course of the reaction was revealed. It was shown that controllable release of the active methylene compound from the corresponding enol carboxylate ensured by enzymatic reaction diminishes significantly the formation of the unwanted co-products. Furthermore, this protocol was extended by including a second tandem chemoenzymatic transformation engaging various aldehyde precursors. After a careful optimization of the reaction conditions, the target products were obtained with yields up to 86 % and with excellent E/Z-selectivity.

Ruthenium-catalyzed ortho-selective aromatic CH alkenylation with alkenyl carbonates

Ortho-selective aromatic CH alkenylation with alkenyl carbonates proceeds in the presence of a catalytic amount of [Ru(cod)(cot)]. Arylpyridines and an aryloxazoline were regioselectively alkenylated without adding external bases. Aromatic CH alkylation also occurs depending on the reaction conditions.