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Synthesis of 3,5-dihalogeno-2H-1,4-oxazin-2-ones from cyanohydrines

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
30
Issue
24
Identifiers
DOI: 10.1016/s0040-4039(00)99196-2

Abstract

Abstract 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°C. Evidence for their structure is given by their spectroscopic data and by the Diels Alder reaction of 4 a and 4 g with acetylenic dienophiles to yield substituted pyridines. Cycloaddition was also observed with ethene.

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