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


ABSTRACT: Under 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.

SUBMITTER: Boddie EC 

PROVIDER: S-EPMC12462736 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature

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

Boddie Erin C EC   Cooper Phillippa P   Hammarback L Anders LA   Mudd Richard J RJ   Feron Lyman J LJ   Bower John F JF  

Angewandte Chemie (International ed. in English) 20250828 40


Under 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 u  ...[more]

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