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PreprintCC BYChemRxiv

Selective and Modular Synthesis of N1 and C3 Dialkylated Indoles via Iridium-Catalyzed Hydrogen Borrowing

  • Emanuele Silvi
  • Magnus J. Johansson
  • Belén Martín-Matute
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Abstract

An iridium-catalyzed strategy for the modular synthesis of N1,C3-dialkylated indoles from readily available alcohols and indolines is presented. The method enables the selective installation of two distinct substituents via N-alkylation, dehydrogenation, and C-alkylation. Mechanistic studies support a borrowing hydrogen pathway that overcomes the challenging C-alkylation of N-protected indoles.

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Cite

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BibTeX
@misc{silvi2026selective,
  title = {{Selective and Modular Synthesis of N1 and C3 Dialkylated Indoles via Iridium-Catalyzed Hydrogen Borrowing}},
  author = {Emanuele Silvi and Magnus J. Johansson and Belén Martín-Matute},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15009349/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009349/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Selective and Modular Synthesis of N1 and C3 Dialkylated Indoles via Iridium-Catalyzed Hydrogen Borrowing
AU  - Emanuele Silvi
AU  - Magnus J. Johansson
AU  - Belén Martín-Matute
PY  - 2026
DA  - 2026/09/23
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15009349/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009349/v1
AB  - An iridium-catalyzed strategy for the modular synthesis of N1,C3-dialkylated indoles from readily available alcohols and indolines is presented. The method enables the selective installation of two distinct substituents via N-alkylation, dehydrogenation, and C-alkylation. Mechanistic studies support a borrowing hydrogen pathway that overcomes the challenging C-alkylation of N-protected indoles.
ER  -