Mechanistic insight into catalytic aerobic chemoselective α-oxidation of acylpyrazoles

Seiya Taninokuchi, Ryo Yazaki, Takashi Ohshima

研究成果: ジャーナルへの寄稿学術誌査読

2 被引用数 (Scopus)

抄録

Mechanistic studies on catalytic aerobic chemoselective α-oxidation of acylpyrazoles, including control experiments, kinetic isotope effect experiments, and radical clock experiments, are described. The key to promoting the reaction was the in-situ generation of a copper(II) peroxo complex, which serves as a Lewis acid/Brønsted base cooperative catalyst for efficient enolization. The present catalysis was applicable to late-stage α-oxidation of functionalized acylpyrazoles. A preliminary diastereoselective reaction using readily available chiral acylpyrazoles demonstrated that the present catalysis provided access to optically active α-hydroxy acid derivatives.

本文言語英語
ページ(範囲)906-918
ページ数13
ジャーナルHeterocycles
99
2
DOI
出版ステータス出版済み - 2019

!!!All Science Journal Classification (ASJC) codes

  • 分析化学
  • 薬理学
  • 有機化学

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