Litcius/Paper detail

Nickel-Catalyzed Reductive Iminoarylation of Oxime Ester-Tethered Alkenes: Rapid Entrance to Diverse Functionalized Pyrrolines

Di Qi, Xingjie Zhang, Xue Wang, Xiaopan Liu, Zhiguo Zhang, Lei Shi, Guisheng Zhang

2023Organic Letters17 citationsDOI

Abstract

Herein, we disclose a general and practical iminoarylation of alkenes by nickel-catalyzed reductive cross-coupling of unsaturated oxime esters with readily available aryl halides, providing an expedient approach for constructing pyrroline derivatives. The absence of organometallic reagents enables the reaction to occur under mild conditions with a broad substrate scope and good functional group tolerance. Moreover, other C-based electrophiles, including alkenyl, alkynyl and alkyl halides, or pseudohalides, were also competent substrates for this reaction.

Topics & Concepts

ChemistryArylReagentCatalysisOximeElectrophileAlkylNickelCombinatorial chemistryHalideReductive eliminationSubstrate (aquarium)Functional groupOrganic chemistryPolymerGeologyOceanographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions