4-Position-Selective C-H Perfluoroalkylation and Perfluoroarylation of Six-Membered Heteroaromatic Compounds

Masahiro Nagase, Yoichiro Kuninobu, Motomu Kanai

研究成果: Contribution to journalArticle査読

73 被引用数 (Scopus)

抄録

The first 4-position-selective C-H perfluoroalkylation and perfluoroarylation of six-membered heteroaromatic compounds were achieved using nucleophilic perfluoroalkylation and perfluoroarylation reagents. The regioselectivity was controlled by electrophilically activating the heteroaromatic rings, while sterically hindering the 2-position, with a sterically bulky borane Lewis acid. The reaction proceeded in good yield, even in gram scale, and by a sequential reaction without isolating the intermediates. This reaction could be applied to late-stage trifluoromethylation of a bioactive compound.

本文言語英語
ページ(範囲)6103-6106
ページ数4
ジャーナルJournal of the American Chemical Society
138
19
DOI
出版ステータス出版済み - 5 18 2016
外部発表はい

All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学 (全般)
  • 生化学
  • コロイド化学および表面化学

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