71898-21-0

Upstream product

• 873-67-6 benzonitrile oxide 
• 7713-79-3 3-phenyl-5-isoxazolone 
• 19344-10-6 (Z)-N-(ethoxy(phenyl)methylene)benzamide 
• 857489-17-9 N-(1-phenylethenyl)benzamide 
• 100-47-0 benzonitrile 
• 637-44-5 phenylpropyolic acid 
• 887144-94-7 Togni's reagent II 
• 124-38-9 carbon dioxide 
• 93139-50-5 3-phenylpropionic acid tert-butyl ester 
• 825-60-5 benzimidic acid ethyl ester 
• 98-88-4 benzoyl chloride 
• 107465-77-0 N-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-phenyl-methyl]-benzamide 

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.

Transition-Metal-Free β-C-H Bond Carbonylation of Enamides or Amides with a Trifluoromethyl Group as CO Surrogate for the Synthesis of 1,3-Oxazin-6-ones

A cascade β-C-H bond trifluoromethylation/C(sp3)-F bond activation/hydrolysis reaction of enamides with Togni's reagent has been disclosed. This formal C-H bond carbonylation reaction utilizes the CF3 group as a CO surrogate to provi

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.

Palladium-catalyzed oxidative carbonylation of the alkenyl C-H bonds of enamides: Synthesis of 1,3-oxazin-6-ones

Palladium and CO.: The title reaction proceeds in the presence of CO, thus providing a synthesis for 1,3-oxazin-6-ones (see scheme; DABCO=1,4- diazabicyclo[2.2.2]octane, DMF=N,N-dimethylformamide). The reaction tolerates a variety of functional groups on both the aryl ring and the amide of the substrate. Initial mechanistic studies suggest the activation of the alkenyl C-H bond to be a key step. Copyright

1,3-Oxazines and Related Compounds. XII. Facile Synthesis of 2,4-Disubstituted 6H-1,3-Oxazin-6-ones

A convenient method for synthesis of 2,4-disubstituted 6H-1,3-oxazin-6-ones (8) was developed.Acylaminoalkylidene-1,3-dioxane-4,6-diones (5a-l), which were prepared from N-acylimidates (3a-l) and Meldrum's acid (4), readily underwent thermolysis upon heating, leading to a variety of 2,4-disubstituted 6H-1,3-oxazin-6-ones (8a-l).Keywords - 6H-1,3-oxazin-6-one; Meldrum's acid; acylaminoalkylidene-1,3-dioxane-4,6-dione; N-acylimidate; thermolysis