Litcius/Paper detail

Copper-Catalyzed Selective Arylation of Nitriles with Cyclic Diaryl Iodonium Salts: Direct Access to Structurally Diversified Diarylmethane Amides with Potential Neuroprotective and Anticancer Activities

Xiaopeng Peng, Zhiqiang Sun, Peihua Kuang, Ling Li, Jingxuan Chen, Jingxuan Chen, Jianjun Chen, Jianjun Chen

2020Organic Letters26 citationsDOI

Abstract

A novel, simple, and high-yielding approach for the preparation of diarylmethane amide derivatives has been developed by reacting cyclic diaryl iodonium salts with nitriles using CuCl as a catalyst. The procedure is efficient with high atom economy and a wide substrate range. Importantly, selective arylation of nitriles was obtained without affecting the phenyl amino/hydroxyl groups. Furthermore, two of the diarylmethane amides (3k, 3s) displayed excellent neuroprotective and anticancer activities.

Topics & Concepts

ChemistryAmideCatalysisCombinatorial chemistryAtom economyNeuroprotectionSubstrate (aquarium)ArylOrganic chemistryAlkylPharmacologyOceanographyGeologyMedicineCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions