1376293-20-7

Basic information

• Product Name: methyl 2-(4-oxo-3-phenyl-3,4-dihydro-1H-2,3-benzoxazin-1-yl)acetate
• Synonyms: methyl 2-(4-oxo-3-phenyl-3,4-dihydro-1H-2,3-benzoxazin-1-yl)acetate
• CAS NO: 1376293-20-7
• Molecular Weight: 297.31
• Mol File: 1376293-20-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-(4-oxo-3-phenyl-3,4-dihydro-1H-2,3-benzoxazin-1-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(4-oxo-3-phenyl-3,4-dihydro-1H-2,3-benzoxazin-1-yl)acetate(1376293-20-7)
• EPA Substance Registry System: methyl 2-(4-oxo-3-phenyl-3,4-dihydro-1H-2,3-benzoxazin-1-yl)acetate(1376293-20-7)

Safety Data

• Hazardous Substances Data: 1376293-20-7(Hazardous Substances Data)

Upstream product

• 132316-45-1 methyl 2-formylcinnamate 
• 586-96-9 Nitrosobenzene 

Downstream Products

• 1376293-51-4 methyl 3-hydroxy-3-[2-(phenylcarbamoyl)phenyl]propanoate 
• 3453-60-9 methyl 2-(3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate 

Relevant articles and documents

N-heterocyclic carbene-catalyzed cascade annulation reaction of o-vinylarylaldehydes with nitrosoarenes: One-step assembly of functionalized 2,3-benzoxazin-4-ones

The NHC-catalyzed reactions of ortho electron-deficient vinyl substituted arylaldehydes with nitrosoarenes were studied. The reactions produced multifunctional 2,3-benzoxazin-4-ones in good to excellent yields via a cascade aza-benzoin reaction between aldehyde and nitroso groups followed by an intramolecular oxo-Michael addition. The resulting 1-acetate substituted 2,3-benzoxazinones were transformed into a new type of β-hydroxycarboxylate derivatives or 3-oxo-1-isobenzofuranacetates, respectively, under different reductive conditions. This work not only provides a simple and efficient method for the construction of multifunctional 2,3-benzoxazin-4-ones of potential pharmacological interest, but also expands the application of NHC-catalyzed cascade reactions in the formation of carbon-heteroatom and heteroatom- heteroatom bonds.