Aerobic Dehydrogenation of N-Heterocycles with Grubbs Catalyst: Its Application to Assisted-Tandem Catalysis to Construct N-Containing Fused Heteroarenes

Daichi Kawauchi, Kenta Noda, Yoshiyuki Komatsu, Kei Yoshida, Hirofumi Ueda, Hidetoshi Tokuyama

研究成果: Article査読

3 被引用数 (Scopus)

抄録

An aerobic dehydrogenation of nitrogen-containing heterocycles catalyzed by Grubbs catalyst is developed. The reaction is applicable to various nitrogen-containing heterocycles. The exceptionally high functional group compatibility of this method was confirmed by the oxidation of an unprotected dihydroindolactam V to indolactam V. Furthermore, by taking advantage of the oxygen-mediated structural change of the Grubbs catalyst, we integrated ring-closing metathesis and subsequent aerobic dehydrogenation to develop the novel assisted-tandem catalysis using molecular oxygen as a chemical trigger. The utility of the assisted-tandem catalysis was demonstrated by the concise synthesis of N-containing fused heteroarenes including a natural antibiotic, pyocyanine.

本文言語English
ページ(範囲)15793-15798
ページ数6
ジャーナルChemistry - A European Journal
26
68
DOI
出版ステータスPublished - 2020 12 4

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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