The Discovery and Development of an Iridium‐Catalyzed N→C Alkyl Transfer Reaction

E Erin C. Boddie (Department of Chemistry University of Liverpool Crown Street Liverpool L69 7ZD UK) P Phillippa Cooper (School of Chemistry University of Bristol Bristol BS8 1TS UK) L L. Anders Hammarback (Department of Chemistry) R Richard J. Mudd (Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, United Kingdom) L Lyman J. Feron (Oncology R&D AstraZeneca The Discovery Centre Cambridge Biomedical Campus 1 Francis Crick Avenue Cambridge CB2 0AA UK) J John F. Bower (Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, United Kingdom)

Abstract

AbstractUnder Ir‐catalyzed conditions, N‐2°‐alkyl or N‐3°‐alkyl substituents of diverse tertiary aryl amides can be exchanged with the ortho‐aryl C─H bond of the aromatic unit. These alkyl transfer processes employ a homochiral diphosphonite ligand, and this enforces notable levels of enantioconvergency for non‐stereodefined 2°‐alkyl substituents. Related processes allow the intermolecular transfer of N‐2°‐alkyl substituents, providing a convenient means of introducing difficult‐to‐install ortho‐alkyl units.

Article Details

Volume / Issue Vol. 64, Issue 40
Published September 26, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (6)

E

Erin C. Boddie

Department of Chemistry University of Liverpool Crown Street Liverpool L69 7ZD UK

P

Phillippa Cooper

School of Chemistry University of Bristol Bristol BS8 1TS UK

L

L. Anders Hammarback

Department of Chemistry

R

Richard J. Mudd

Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, United Kingdom

L

Lyman J. Feron

Oncology R&D AstraZeneca The Discovery Centre Cambridge Biomedical Campus 1 Francis Crick Avenue Cambridge CB2 0AA UK

J

John F. Bower

Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, United Kingdom