75208-85-4Relevant academic research and scientific papers
4-Sustituted-3,4-dihydro-3-methyl-2H-1,3-benzoxazin-2-ones. III. Solvolytic-Reductive Transformation of 4-(2-Keto-)-benzoxazin-2-ones into Oxazin-2-ones
Bobowski, George,Shavel, John
, p. 277 - 287 (2007/10/02)
A series of 4-(2-keto-substituted)-3,4-dihydro-3-methyl-2H-1,3-benzoxazin-2-ones 1 (Table I, was synthesized by condensation of 3-alkyl-3,4-dihydro-4-hydroxy-2H-1,3-benzoxazin-2-ones 4 with ketones 5 having active alpha hydrogens.In the presence of alcoholic potassium borohydride, compounds 1 underwent reductive transacylation to give 1,3-oxazin-2-one derivatives 3 (Table III, a,b,c).When the other side of the ketone possessed substituents other than hydrogen, there were always also normal reduction products, i.e., secondary alcohols 2 (Table II) in addition to 3.
