76569-84-1

Upstream product

• 33912-78-6 ethyl β-phenyl-β-(acylamino)acrylate 
• 825-60-5 benzimidic acid ethyl ester 
• 20205-73-6 N-Acetylbenzimidsaeure-ethylester 
• 124-38-9 carbon dioxide 
• 57957-24-1 N-(1-phenylvinyl)acetamide 
• 201230-82-2 carbon monoxide 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 33831-72-0 ethyl 3-amino-3-phenylprop-2-enoate 
• 60050-48-8 3-benzamido-2-butenoic acid ethyl ester 
• 51779-50-1 4-methyl-2-phenyl-6H-1,3-oxazin-6-one 
• 107465-78-1 N-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-phenyl-methyl]-acetamide 

Downstream Products

• 128945-63-1 2-Methyl-6-phenyl-3,4-bis-trimethylsilanyl-pyridine 
• 128945-66-4 2-Methyl-6-phenyl-4-trimethylsilanyl-pyridine 
• 76569-86-3 1-Methyl-5-phenyl-2-oxa-6-aza-bicyclo[2.2.0]hex-5-en-3-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.

Aerobic Oxidative Carbonylation of Enamides by Merging Palladium with Photoredox Catalysis

Intramolecular oxidative carbonylation reaction is an efficient approach for constructing heterocycles. However, stoichiometric amount of hypervalent metal salts is usually required in this transformation. Here we show an aerobic intramolecular oxidative carbonylation of enamides by combining palladium and photoredox catalysis. The dual catalytic system enables oxygen directly as oxidant, which provides a mild and environmentally friendly method for the synthesis of 1,3-oxazin-6-ones.

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

Observation of two oxa-azabicyclohexenone intermediates along the reaction pathway of the photochemical isomerization of 1,3-oxazin-6-ones

Irradiation of 4-methyl-2-phenyl-1,3-oxazin-6-one, 1, yields a photochemical equilibrium between 1 and 2-methyl-4-phenyl-1,3-oxazin-6-one, 2.The isomerization proceeds through two intermediates, the oxa-azabicyclohexenones 3 and 4, both of which can be observed spectroscopically (ir, uv, 1H nmr) at low temperature.