Combining gold(I)/gold(III) catalysis and C-H functionalization: A formal intramolecular [3+2] annulation towards tricyclic indolines and mechanistic studies

Guozhu Zhang, Yingdong Luo, Yanzhao Wang, Liming Zhang

Research output: Contribution to journalArticlepeer-review

98 Scopus citations

Abstract

Gold rush: A combination of oxidative gold(I)/gold(III) catalysis and C-H functionalization led to the first oxidative coupling between in situ generated alkyl gold reagents and C sp 2-H bonds, affording tricyclic indolines through a formal [3+2] annulation between a vinyl group and an aniline moiety [see scheme; Tf=trifluoromethanesulfonyl, Selectfluor=1-chloromethyl-4-fluoro-1,4- diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)].

Original languageEnglish (US)
Pages (from-to)4450-4454
Number of pages5
JournalAngewandte Chemie - International Edition
Volume50
Issue number19
DOIs
StatePublished - May 2 2011

Keywords

  • gold
  • homogeneous catalysis
  • nitrogen heterocycles
  • oxidation
  • reaction mechanisms

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