Synthesis of Quinoline Derivatives by Palladium-Catalyzed Isocyanide Insertion/Undirected C(sp²)-H Functionalization/[4+1] Cyclization Reactions Involving Aryl Isocyanide

Abstract

The study reports a novel palladium-catalyzed diaryl isocyanide insertion reaction strategy, which has opened up a brand-new avenue for the efficient synthesis of quinoline derivatives. The remarkable features of this method are manifested in two aspects. On the one hand, it ingeniously utilizes the palladium catalyst to directly and highly selectively activate the C(sp²)-H bonds of aromatic substrates, demonstrating excellent chemoselectivity. On the other hand, by ingeniously integrating the C(sp²)-H functionalization reaction with the [4 + 1] cyclization reaction in the same reaction system, this method significantly simplifies the synthesis steps and achieves the goal of directly constructing quinoline derivatives in just one step from simple and readily available starting materials. This study has not only greatly enriched the synthetic strategy library of quinoline chemistry but also provided solid support for scientific research in related fields.