Double addition of organoaluminum reagents onto nitriles to access diethynyl carbinamines†
Abstract
The reactivity of organoaluminum reagents with acyl cyanohydrins was studied using two methods for preparing nucleophilic species. Mild and chemoselective conditions were developed and an unprecedented double addition of dimethylalkynylaluminum reagents onto nitriles provided access to a wide range of substituted diethynyl carbinamines in good to excellent yields (>20 examples).