SYNTHESIS OF 3,5-DIHALOGENO-2H-1,4-OXAZIN-2-ONES FROM CYANOHYDRINES

Article abstract of DOI:10.1016/S0040-4039(00)99196-2

The title compounds 4 were obtained on treatment of cyanohydrines 3 of aliphatic and aryl aldehydes with oxalyl chloride or bromide in chlorobenzene at 90 deg C.Evidence for their structure is given by their spectroscopic data and by the Diels Alder reaction of 4a and 4g with acetylenic dienophiles to yield substituted pyridines.Cycloaddition was also observed with ethene.