Synthese von 5-(Dialkylamino)-5-X-pentadienalen aus 'Push-Pull'-Eninen

Abstract

5-Aminopent-2-ene-4-inals 1 are easily available by Pd(0)-catalyzed coupling of stannyl ynamines 6 or silyl ynamines 7 with 3-iodoacroleine. They react nearly quantitatively with acids like HCl or AcOH to give 5-amino-5-X-pentadienals 2, which are of interest in view of a postulated rearrangement.