Litcius/Paper detail

Copper(I)‐Catalyzed Regioselective Tandem Cyanoalkylative Cyclization of 1,5‐Dienes with Cyclobutanone Oxime Esters

Panpan Wang, Yuting Leng, Yangjie Wu

2022European Journal of Organic Chemistry13 citationsDOI

Abstract

Abstract An effective strategy for construction of 1,5‐dihydro‐2H‐pyrrol‐2‐one scaffolds by a cascade of 1,5‐dienes with cyclobutanone oxime esters was developed. The reaction proceeded through radical addition, 5‐endo cyclization, and subsequent deprotonation, in which two new C−C bonds were formed. This protocol features excellent regioselectivity and a low‐cost catalyst, as well as broad substrate scope, which are expected to promote its potential applications in pharmacy and synthetic chemistry.

Topics & Concepts

ChemistryCyclobutanoneRegioselectivityTandemOximeCatalysisSubstrate (aquarium)Cascade reactionCombinatorial chemistryDeprotonationOrganic chemistryMedicinal chemistryStereochemistryRing (chemistry)IonOceanographyMaterials scienceComposite materialGeologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCyclopropane Reaction Mechanisms