Multicomponent Synthesis of Isoquinuclidines via Pd-Catalyzed Selective Dechlorination

We report a visible-light palladium-catalyzed multicomponent reaction enabling efficient synthesis of 2-azabicyclo[2.2.2]octenes via a multicomponent coupling of cyclic 1,3-dienes, gem-dichloroalkanes, and amines. Mechanistic studies indicate a radical pathway with selective dechlorination and high 1,4-syn diastereoselectivity. This mild, efficient method provides sp³-rich bicyclic scaffolds amenable to further derivatization. Its utility is demonstrated in concise syntheses of bioactive alkaloids, including deethylibogamine and Rauwolfia analogues, highlighting its potential for complex molecule construction in medicinal chemistry.