N‐Functionalized Organocuprates

Abstract

Introduction Organocuprates with a N  Cu Bond Organocuprates with an α‐ N ‐Substituent Organocuprates with a β‐ N ‐Substituent Summary

Copper-Mediated Fluoroalkylation of Aryl Iodides Enables Facile Access to Diverse Fluorinated Compounds: The Important Role of the (2-Pyridyl)sulfonyl Group

“…We envisioned that the stability and/or reactivity of (monofluoroalkyl)copper intermediates could be tuned by introducing an intramolecular coordinating group, as organocuprates bearing a neighboring N -atom were reported to react with a variety of electrophiles efficiently . Based on our experience on the nucleophilic fluoroalkylation and olefination with fluoroalkyl 2-pyridyl sulfones, we assumed that [(2-pyridyl)sulfonyl]fluoromethylcopper species ( 1 ) could serve as a good monofluoroalkylating agent to react with aryl iodides, since the (2-pyridyl)sulfonyl group may act as an intramolecular ligand by coordinating to copper catalyst with its nitrogen atom (Scheme , step a).…”