94773-97-4

Upstream product

• 2033-89-8 3,4-dimethoxyphenol 
• 4192-77-2 ethyl cinnamate 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 36317-54-1 β-phenyl-β-(3,4-dimethoxyphenyl)propionic acid 
• 94773-70-3 [2-(3,4-Dimethoxy-phenyl)-2-phenyl-ethylcarbamoyloxy]-acetic acid ethyl ester 
• 94773-75-8 (6S,10bR)-8,9-Dimethoxy-6-phenyl-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one 

Relevant academic research and scientific papers

Lewis acid promoted C-C and copper-catalyzed C-O bond formation: Synthesis of neoflavans

An intramolecular [Cu]-catalyzed C-O bond formation for the synthesis of neoflavans is presented. Lewis acid promoted Friedel-Crafts Michael addition of electron rich aromatic systems onto the double bond of the cinnamate ester was employed to furnish a β-diaryl ester. Electrophilic aromatic bromination of the β-diaryl ester and reduction/Grignard addition furnished the required precursor alcohols. The method is applicable to the synthesis of neoflavans containing tertiary as well as quaternary carbon centers. Significantly, the neoflavan substructures are present in biologically active compounds.

A STEREOSELECTIVE SYNTHESIS OF 5-ARYL- AND 6-ARYLOXAZOLOISOQUINOLINES

Reduction of N-(α,β-diaryl)ethyl and N-(β,β-diaryl)ethyl ethoxycarbonylmethyl carbamates, obtained from the corresponding 2,3-diaryl- and 3,3-diarylpropionic acids, with diisobutylaluminum hydride, followed by cyclization with formic acid at room temperature gave the corresponding 5-aryl and 6-aryl-oxazoloisoquinolines, respectively, with high stereoselectivity.