Alternating Current for Electrooxidative Nitroso Diels–Alder Reaction on 1,2-Dihydropyridines

Alternating current (AC) has recently been explored as a powerful electrolysis operating mode to access synthetic intermediates, avoiding overoxidation events and electrode passivation. In this work, we explore the applications of AC to the electrooxidative nitroso Diels-Alder reaction (nDA) through the in situ formation of acyl nitroso intermediates (dienophile). Further reaction with 1,2-dihydropyridine (DHP) derivatives (dienes) unlocked a sustainable regio- and stereoselective protocol for the synthesis of oxadiazo[2.2.2]octenes.