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Peer-reviewedCC BY-NC 3.0Chemical Science

Fluoride-activated silicon catalysis enables C(sp3)–H amination of cyclic benzylic ethers and amines using chloramine-T

  • Geun Ho Kim1
  • Huimyoung Byeon1
  • Dong Wan Kim1
  • Dae Won Kim1
  • Jung Woon Yang1,2
  1. 1Department of Energy Science, Sungkyunkwa University Suwon 16419 Republic of Korea +82-31-299-6505 +82-31-299-4276
  2. 2Department of Energy, Sungkyunkwan University Suwon 16419 Republic of Korea
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Abstract

Fluoride-activated silicon catalysis enables radical benzylic C(sp3)–H amination of cyclic benzylic ethers and amines with bench-stable chloramine-T under transition-metal-free conditions. Mechanistic studies support a previously unexplored fluoride-promoted silicon catalytic cycle involving N-silyl sulfonamide intermediates, radical-mediated hydrogen-atom transfer, oxocarbenium ion formation for N,O-aminals, and iminium ion formation for N,N-aminals, providing an efficient platform for direct benzylic C–N bond formation.

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Cite

BibTeXRIS
BibTeX
@article{kim2026fluorideactivated,
  title = {{Fluoride-activated silicon catalysis enables C(sp3)–H amination of cyclic benzylic ethers and amines using chloramine-T}},
  author = {Geun Ho Kim and Huimyoung Byeon and Dong Wan Kim and Dae Won Kim and Jung Woon Yang},
  journal = {Chemical Science},
  year = {2026},
  month = sep,
  doi = {10.1039/d6sc06229f},
  url = {https://doi.org/10.1039/d6sc06229f},
  note = {CC BY-NC 3.0},
}
RIS
TY  - JOUR
TI  - Fluoride-activated silicon catalysis enables C(sp3)–H amination of cyclic benzylic ethers and amines using chloramine-T
AU  - Geun Ho Kim
AU  - Huimyoung Byeon
AU  - Dong Wan Kim
AU  - Dae Won Kim
AU  - Jung Woon Yang
PY  - 2026
DA  - 2026/09/18
JO  - Chemical Science
DO  - 10.1039/d6sc06229f
UR  - https://doi.org/10.1039/d6sc06229f
AB  - Fluoride-activated silicon catalysis enables radical benzylic C(sp3)–H amination of cyclic benzylic ethers and amines with bench-stable chloramine-T under transition-metal-free conditions. Mechanistic studies support a previously unexplored fluoride-promoted silicon catalytic cycle involving N-silyl sulfonamide intermediates, radical-mediated hydrogen-atom transfer, oxocarbenium ion formation for N,O-aminals, and iminium ion formation for N,N-aminals, providing an efficient platform for direct benzylic C–N bond formation.
SN  - 2041-6520
SN  - 2041-6539
ER  -