60050-44-4

Upstream product

• 100-47-0 benzonitrile 
• 124-38-9 carbon dioxide 
• 55686-07-2 (4-isopropyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acetic acid ethyl ester 
• 28897-81-6 2-phenyl-4-iso-propyl-4H-oxazolin-5-one 

Relevant academic research and scientific papers

Lactonization of C(sp2)—H Bonds in Enamides with CO2

Herein, we report a novel synthesis of 1,3-oxazin-6-ones from enamides with CO2 through C—H carboxylation and one-pot cyclization. This transition-metal-free and redox-neutral process features broad substrate scope, good functional group tolerance and facile product derivatization. The nucleophilic attack to CO2 from the electron-rich alkene is demonstrated for this reaction.

Gold-catalyzed formal [4π + 2π]-cycloadditions of propiolate derivatives with unactivated nitriles

Gold-catalyzed hetero-[4π + 2π]-cycloadditions of tert-butyl propiolates with unactivated nitriles are described; the resulting 6H-1,3-oxazin-6-ones are not easily accessible via conventional methods. This new finding enables a one-pot gold-catalyzed synthesis of highly substituted pyridines through sequential gold-catalyzed reactions of tert-butyl propiolates with nitriles, and then with electron-deficient alkynes in the same solvent. The utility of these [4 + 2]-cycloadditions is further expanded with various aldehydes, ketones and 2-phenyloxetane, yielding satisfactory yields of cycloadducts.