Reactions of enol ethers and silyl ketene acetals with 3-acetoxyamino-2-ethylquinazolin-4(3H)-one: cleavage of N–N bonds in 3-alkylaminoquinazolin-4(3H)-ones

Abstract

Treatment of enol ethers and silyl ketene acetals with the N-acetoxyaminoquinazolone 1 gives α-aminoaaldehyde, α-aminoketone or α-aminoacid derivatives in good yields: cleavage of the N–N bond in 3-alkylaminoquinazolinone derivatives can be accomplished by samarium diiodide in tetrahydrofuran.