Iron-catalyzed directed C2-alkylation and alkenylation of indole with vinylarenes and alkynes

Mun Yee Wong, Takeshi Yamakawa, Naohiko Yoshikai

研究成果: Article査読

78 被引用数 (Scopus)

抄録

An iron-N-heterocyclic carbene catalyst generated from an iron(III) salt, an imidazolinium salt, and a Grignard reagent promotes alkylation and alkenylation reactions at the indole C2-position with vinylarenes and internal alkynes, respectively, via imine-directed C-H activation. The former reaction affords 1,1-diarylalkane derivatives with exclusive regioselectivity. Deuterium-labeling experiments suggest that these reactions involve oxidative addition of the C-H bond to the iron center, insertion of the unsaturated bond into the Fe-H bond, and C-C reductive elimination.

本文言語English
ページ(範囲)442-445
ページ数4
ジャーナルOrganic letters
17
3
DOI
出版ステータスPublished - 2015 2 6
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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