3-Position-Selective C-H Trifluoromethylation of Pyridine Rings Based on Nucleophilic Activation

Ryuhei Muta, Takeru Torigoe, Yoichiro Kuninobu

研究成果: ジャーナルへの寄稿学術誌査読

13 被引用数 (Scopus)

抄録

The first example of the 3-position-selective C(sp2)-H trifluoromethylation of pyridine rings was established. 3-Position-selective trifluoromethylation was achieved by the nucleophilic activation of pyridine and quinoline derivatives through hydrosilylation and successive electrophilic trifluoromethylation of the enamine intermediate. This reaction was applicable to perfluoroalkylation at the 3 position of the pyridine rings and late-stage trifluoromethylation of a bioactive molecule. Mechanistic studies indicated that the reaction proceeds via the formation of N-silyl enamine and trifluoromethylated enamine intermediates.

本文言語英語
ページ(範囲)8218-8222
ページ数5
ジャーナルOrganic letters
24
44
DOI
出版ステータス出版済み - 11月 11 2022

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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