Diels-Alder Reaction of Styrylcyclohexenon Derivatives with Acrylo nitrile for Efficient Synthesis of New Substituted Dehydrodecalines

Among important carbon-carbon bond formation reactions, the Diels-Alder reaction possesses a preeminent position. This cycloaddition process results in stereoselective formation of a cyclohexene ringhaving as many as four contiguous stereogenic centers. By considering thi sprominence, Diels-Alder reaction in organic chemistry finds every day applications in synthetic methodologies and is used in many total syntheses. We have recently reported the synthesis of several dehydrodecaline derivatives using styrylcyclohexyldienes which have been synthesized in Abaee‘s group[1-3]. This encouraged us to develop this cycloaddition process. Thus, we examined the cycloaddition of these dienes with Acrylo nitrile. The figure 1 shows that after the cycloaddition occurs, the newly formed π bond rearranges to the more stable enone position.