Litcius/Paper detail

Cu-Catalyzed C(sp<sup>3</sup>) Amination of Unactivated Secondary Alkyl Iodides Promoted by Diaryliodonium Salts

Xin‐Yang Lv, Rubén Martı́n

2023Organic Letters23 citationsDOI

Abstract

Herein, we describe the development of a copper-catalyzed C(sp 3 ) amination of unactivated secondary alkyl iodides mediated by diaryliodonium salts. Our protocol is enabled by the intermediacy of aryl radical species that undergo halogen atom transfer prior to interfacing with copper catalysts, thus setting the basis for a C–N bond formation at sp 3 -hybridized carbons. The method is characterized by its mild reaction conditions, excellent regioselectivity, and wide substrate scope.

Topics & Concepts

ChemistryAminationCatalysisAlkylHalogenRegioselectivitySubstrate (aquarium)ArylMedicinal chemistryHalideCopperCombinatorial chemistryOrganic chemistryGeologyOceanographyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsRadical Photochemical Reactions