65133-31-5

Basic information

• Product Name: 2-phenyl-6H-1,3-oxazin-6-one
• Synonyms: 2-phenyl-6H-1,3-oxazin-6-one
• CAS NO: 65133-31-5
• Molecular Weight: 173.171
• Mol File: 65133-31-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-phenyl-6H-1,3-oxazin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-6H-1,3-oxazin-6-one(65133-31-5)
• EPA Substance Registry System: 2-phenyl-6H-1,3-oxazin-6-one(65133-31-5)

Safety Data

• Hazardous Substances Data: 65133-31-5(Hazardous Substances Data)

Upstream product

• 13831-03-3 tert-butyl prop-2-ynoate 
• 100-47-0 benzonitrile 
• 98-88-4 benzoyl chloride 
• 79439-38-6 (+/-)-3-endo-benzamido-5-norbornene-2-endo-carboxylic acid 
• 79439-38-6 (1S,2S,3R,4R)-3-Benzoylamino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 55-21-0 benzamide 
• 28562-53-0 4-acetoxy azetidinone 
• 91813-50-2 (1R,2R,7S,8S)-4-Phenyl-5-oxa-3-aza-tricyclo[6.2.1.0^2,7]undeca-3,9-dien-6-one 
• 60272-64-2 2-phenyl-4-methoxycarbonylmethyl-5-oxo-4,5-dihydro-1,3-oxazole 

Relevant articles and documents

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.

Conversion of N-Acyl-4-acyloxy-β-lactams into 1,3-oxazin-6-ones: Two consecutive pseudopericyclic processes

(equation presented) N-Acyl-4-acyloxy-β-lactams are converted into 1,3-oxazin-6-ones under basic conditions. This transformation is believed to proceed via N-acylazetones, which rearrange to the final products by a sequence of two electrocyclic processes. The calculated (RHF and B3LYP) transrtion structures of both concerted reactions are shown to present characteristic pseudopericyclic orbital topologies.

STEREOCHEMICAL STUDIES -- 79 SYNTHESIS AND KINETIC STUDY ON THE RETRODIENE DECOMPOSITION OF NORBORNENE-CONDENSED 1,3-OXAZIN-4-ONES

The cis-exo-amino acid 3 with norbornene skeleton was converted into 2-aryl-cis-exo-1,3-oxazin-4-ones 5a-d.These compounds, similarly to the diendo isomers 1a-d studied by us earlier, undergo retrodiene decomposition under mild conditions to give 2-aryl-6