Mechanistic insight into catalytic aerobic chemoselective α-oxidation of acylpyrazoles

Seiya Taninokuchi, Ryo Yazaki, Takashi Ohshima

研究成果: Contribution to journalArticle

抜粋

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.

元の言語英語
ページ(範囲)906-918
ページ数13
ジャーナルHeterocycles
99
発行部数2
DOI
出版物ステータス出版済み - 1 1 2019

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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