Synthesis of quinazoline derivatives through anionic cycloaddition reactions of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate with acetylenes and olefins

Abstract

Abstract The anionic cycloaddition of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate has been investigated. The lithium salt of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate, generated by deprotonation with lithium diisopropylamide in ether at – 70°, reacted smoothly with electron deficient acetylenes and olefins to give quinazoline derivatives in a single step.