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Peer-reviewedCC BY 4.0Advanced Synthesis and Catalysis

Selective Photoinduced α‐Amino C(sp 3 )–H Alkylation Mediated by NHC–Borane

  • Gabin Lalande
  • Laurent Chabaud
  • Mathieu Pucheault
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Abstract

Herein, we report a selective photoinduced functionalization of α‐amino C(sp 3 )─H bonds mediated by NHC–boranes. This reaction proceeds efficiently without the need for any external radical initiator or photoredox catalyst. Mechanistic studies reveal that the reaction proceeds via an efficient radical chain, featuring the formation of an aryl radical driven by a boryl‐mediated XAT and a subsequent 1,5‐HAT as key steps. The method demonstrates broad functional group tolerance, providing a practical route for the synthesis of nitrogen‐containing molecules.

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Cite

BibTeXRIS
BibTeX
@article{lalande2026selective,
  title = {{Selective Photoinduced α‐Amino C(sp 3 )–H Alkylation Mediated by NHC–Borane}},
  author = {Gabin Lalande and Laurent Chabaud and Mathieu Pucheault},
  journal = {Advanced Synthesis and Catalysis},
  year = {2026},
  month = aug,
  doi = {10.1002/adsc.70742},
  url = {https://hal.science/hal-05752896v1},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Selective Photoinduced α‐Amino C(sp 3 )–H Alkylation Mediated by NHC–Borane
AU  - Gabin Lalande
AU  - Laurent Chabaud
AU  - Mathieu Pucheault
PY  - 2026
DA  - 2026/08/27
JO  - Advanced Synthesis and Catalysis
DO  - 10.1002/adsc.70742
UR  - https://hal.science/hal-05752896v1
AB  - Herein, we report a selective photoinduced functionalization of α‐amino C(sp 3 )─H bonds mediated by NHC–boranes. This reaction proceeds efficiently without the need for any external radical initiator or photoredox catalyst. Mechanistic studies reveal that the reaction proceeds via an efficient radical chain, featuring the formation of an aryl radical driven by a boryl‐mediated XAT and a subsequent 1,5‐HAT as key steps. The method demonstrates broad functional group tolerance, providing a practical route for the synthesis of nitrogen‐containing molecules.
SN  - 1615-4150
SN  - 1615-4169
ER  -