1426332-91-3

Upstream product

• 108-31-6 maleic anhydride 
• 1407674-74-1 (3S,5S)-3-(4-isopropyl-5-morpholinooxazol-2-yl)-3-methyl-5-phenylmorpholin-2-one 
• 440125-95-1 (5S)-3-methyl-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one 

Relevant academic research and scientific papers

Catalytic ugi-type condensation of α-isocyanoacetamide and chiral cyclic imine: Access to asymmetric construction of several heterocycles

Several novel heterocycles have been constructed asymmetrically on the basis of a catalytic Ugi-type condensation of α-isocyanoacetamide and chiral cyclic imine. The combination of phenylphosphilic acid and trifluoroethanol is exploited to promote an Ugi-type reaction with α-isocyanoacetamide for the first time. By means of this reaction, chiral 3-oxazolyl morpholin-2-one/piperazin-2-one derivatives are synthesized with high yields and excellent stereoselectivities. As electron-rich azadienes, these condensation products are further transformed to fused tricyclic frameworks by treatment with appropriate dienophiles such as maleic anhydride and unsaturated acyl chlorides via domino processes. Moreover, a one-pot, three-component synthesis of the chiral tricyclic frameworks from isocyanoacetamide, imine, and maleic anhydride is also feasible.