Copper-Catalyzed Regioselective Imidation of 2‑Pyridones

We demonstrate a ligand- and glovebox-free regioselective direct C(3)–H imidation of 2-pyridones and also benzylic-type imidation of 2-pyridones bearing a methyl substituent employing Cu­(OAc)2·H2O as the catalyst and N-fluorobenzenesulfonimide (NFSI) as an imidating reagent. A broad range of imidat...

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Bibliographic Details
Published in:Organic letters 2024-04, Vol.26 (15), p.3048-3053
Main Authors: Murugesan, Tamilarasu, Moulana Mahal, Shanawas Hussain, Arayil Vennoli, Kalyanakrishnan, Karthikeyan, Dharsan, Kaliyamoorthy, Alagiri
Format: Article
Language:English
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Summary:We demonstrate a ligand- and glovebox-free regioselective direct C(3)–H imidation of 2-pyridones and also benzylic-type imidation of 2-pyridones bearing a methyl substituent employing Cu­(OAc)2·H2O as the catalyst and N-fluorobenzenesulfonimide (NFSI) as an imidating reagent. A broad range of imidated 2-pyridone derivatives is made up to excellent yields. The present strategy operates well on a gram scale, and the ensuing product can be readily subjected to mono- and bis-desulfonylation reactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c00681