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■ 2,3-Dibromo-3,4-dihydro-4H-1,4-benzoxazines and Their Nucleophilic Displacement Reactions: The First Synthesis of 4-Acetyl-4H-1,4-benzoxazine-3-carbonitrile

Herbert Bartsch,* Maria Ofner, Otto Schwarz, and Walter Thomann

*Institute of Organic Chemistry, University of Graz, Heinrichstr. 28, A-8010 Graz, Austria

Abstract

The synthesis of 2,3-dibromo-3,4-dihydro-2H-1,4-benzoxazines is described. Their reaction with alcohols afforded the corresponding 2-bramo-3-alkoxy- and 2,3-dialkoxy derivatives, respectively, which were converted into various 1,4-benzoxazine-3-carbonitriles.