Metallo-aldehyde enolates via enal hydrogenation: catalytic cross aldolization with glyoxal partners as applied to the synthesis of 3,5-disubstituted pyridazines

Abstract

Aldehyde enolates generated through rhodium-catalyzed enal hydrogenation are subject to electrophilic trapping by exogenous glyoxal partners to afford beta-hydroxy-gamma-keto-aldehyde products, which upon exposure to hydrazine afford 3,5-disubstituted pyridazines in moderate yield in a two-step, one-pot sequence.