Palladium Catalysis Enabled Sequential C(sp<sup>3</sup>)–H/C–C Activation: Access to Vinyl γ-Lactams
Madhab Barman, Manmath Mishra, Santu Mandal, Tharmalingam Punniyamurthy
Abstract
A Pd(II)-catalyzed tandem reaction of aliphatic amides with vinylcyclopropanes (VCPs) was accomplished by merging C(sp 3 )–H and C–C activation. The reaction of VCP revealed alkenylation/cyclization, followed by ring opening via C–C cleavage, delivering vinyl γ-lactams with ( E )-selectivity. The role of ligands, site-selectivity, functional group diversity, mechanistic insight, and synthetic utilities are important practical features.
Topics & Concepts
ChemistryCatalysisSelectivityPalladiumCleavage (geology)TandemRing (chemistry)Combinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryMaterials scienceComposite materialFracture (geology)Geotechnical engineeringEngineeringCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions