Gold(I)‐Catalyzed Alkynylation of <i>N</i>,<i>O</i>‐Acetals: An Access to Alkynylated Saturated N‐heterocycles

Abstract A synthetic route for the preparation of alkynylated saturated N‐heterocycles via a sequential combination Shono oxidation and gold(I)‐catalyzed alkynylation reaction has been developed. The electrochemical allowed an efficient access to variety N , O ‐acetals direct C−H bond functionalization cyclic amines. conditions were amenable with functionalized pyrrolidine, tetrahydroisoquinoline pyrrolidine‐cyclopropyl fused bicyclic skeletons. gold‐catalyzed process introduction aryl acetylene partners bearing electron‐donating moderate electron‐withdrawing. efficiency gold is remarkable could be scaled up 5 mmol ‐acetal. Post‐functionalization reactions performed based on reactivity alkyne, showing broad interest our methodology. Promising preliminary results asymmetric version obtained (e.r. 84.5:15.5). magnified image