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Peer-reviewedCC BYChemical Communications

Intermolecular dearomative C2-arylation of N-Ac indoles activated by FeCl 3

  • Raj Kumar Nandi
  • Friederike Ratsch
  • Rodolphe Beaud
  • Régis Guillot
  • Cyrille Kouklovsky
  • Guillaume Vincent
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Abstract

We report the FeCl3-mediated direct addition of electron-rich arenes to the C2-position of electrophilic N-Ac indoles under mild conditions (room temperature, air). No functional group is required on the arene nucleophile: one of its C-H bonds is added to the C2[double bond, length as m-dash]C3 double bond of the indole nucleus in a Friedel-Crafts-type reaction. This dearomatisation process delivered a broad range of C2-arylated indolines.

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Cite

BibTeXRIS
BibTeX
@article{nandi2026intermolecular,
  title = {{Intermolecular dearomative C2-arylation of N-Ac indoles activated by FeCl 3}},
  author = {Raj Kumar Nandi and Friederike Ratsch and Rodolphe Beaud and Régis Guillot and Cyrille Kouklovsky and Guillaume Vincent},
  journal = {Chemical Communications},
  year = {2026},
  month = sep,
  doi = {10.1039/c6cc01654e},
  url = {https://hal.science/hal-05770958v1},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Intermolecular dearomative C2-arylation of N-Ac indoles activated by FeCl 3
AU  - Raj Kumar Nandi
AU  - Friederike Ratsch
AU  - Rodolphe Beaud
AU  - Régis Guillot
AU  - Cyrille Kouklovsky
AU  - Guillaume Vincent
PY  - 2026
DA  - 2026/09/30
JO  - Chemical Communications
DO  - 10.1039/c6cc01654e
UR  - https://hal.science/hal-05770958v1
AB  - We report the FeCl3-mediated direct addition of electron-rich arenes to the C2-position of electrophilic N-Ac indoles under mild conditions (room temperature, air). No functional group is required on the arene nucleophile: one of its C-H bonds is added to the C2[double bond, length as m-dash]C3 double bond of the indole nucleus in a Friedel-Crafts-type reaction. This dearomatisation process delivered a broad range of C2-arylated indolines.
SN  - 1359-7345
SN  - 1364-548X
ER  -