Abstract The cycloaddition reactions of some aryl conjugated p-benzoquinones with nitrilimines were studied. Depending upon the reaction conditions mono-and/or bis-adducts were isolated only from carbon-carbon double bond. The structure determination was unequivocally established by an X-ray analysis carried out on a bis-adduct. The observed regio-, as well as site-selectivity, was qualitatively correlated with frontier molecular ...