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April 3, 2026The Journal of Organic Chemistry0 citations

Remote γ-C(sp 3 )–H Activation of Masked Aliphatic Alcohols Enables Pyridone Ether Synthesis

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YHY. HuYTYingfeng TuQHQing He

Key Points

  • The aim is to develop a method for γ-C(sp3)–H activation that facilitates pyridone ether synthesis.
  • Utilized Pd(II) catalyst for oxime ether-directed γ-C(sp3)–H activation.
  • Implemented N-fluorobenzenesulfonimide as a crucial oxidant.
  • Tested various masked aliphatic alcohols for the reaction scope.
  • Achieved selective C–O bond formation with electron-deficient pyridones.
  • Demonstrated γ-functionalized product formation under broad substrate scope.
  • Showed high tolerance for different functional groups in the transformation.

Abstract

A Pd(II)-catalyzed oxime ether-directed γ-C(sp3)–H activation of masked aliphatic alcohols has been developed, enabling selective C–O bond formation with electron-deficient pyridones. The use of N-fluorobenzenesulfonimide (NFSI) as a key oxidant is crucial for over-riding the conventional β-selectivity, thereby affording γ-functionalized products. This transformation exhibits a broad substrate scope and a high functional group tolerance. Overall, this strategy provides an efficient and practical approach to pyridone ether synthesis via remote C–H activation.

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Cite This Study

Hu et al. (2026) studied this question.

synapsesocial.com/papers/69cf5d345a333a821460ace2https://doi.org/10.1021/acs.joc.6c00241
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