Benzylic C(sp3)-H Perfluoroalkylation of Six-Membered Heteroaromatic Compounds

Yoichiro Kuninobu, Masahiro Nagase, Motomu Kanai

研究成果: Contribution to journalArticle

37 引用 (Scopus)

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Successful benzylic C(sp3)-H trifluoromethylation, pentafluoroethylation, and heptafluoropropylation of six-membered heteroaromatic compounds were achieved as the first examples of a practical benzylic C(sp3)-H perfluoroalkylation. In these reactions, BF2CnF2n+1 (n=1-3) functioned as both a Lewis acid to activate the benzylic position and a CnF2n+1 (n=1-3) source. The perfluoroalkylation proceeded at both terminal and internal positions of the alkyl chains. Perfluoroalkylated products were obtained in moderate to excellent yields, even on gram scale, and in a sequential procedure without isolation of the intermediates. By using this method, trifluoromethylation of a bioactive compound, as well as introduction of a CF3 group into a bioactive molecular skeleton, proceeded regioselectively.

元の言語英語
ページ(範囲)10263-10266
ページ数4
ジャーナルAngewandte Chemie - International Edition
54
発行部数35
DOI
出版物ステータス出版済み - 8 1 2015

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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