Abstract
Reaction of 1-azirine-3-methylacrylates 1a,b with imidazoles and pyrazoles under mild conditions results in the formation of 2-aza-1,3-dienes 2a-g containing a potential leaving group at the 1-position. Simple alcohols (methanol and ethanol) react similarly with 1a,b in the presence of sodium carbonate to afford 2h-j. Utilization of 2 in the hetero Diels-Alder reaction with electron-deficient dienophiles is described.
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