Citation: Qi Li, Zi-Lu Wang, Yun-He Xu. Copper-catalyzed 1,4-silylcyanation of 1,3-enynes: A silyl radical-initiated approach for synthesis of difunctionalized allenes[J]. Chinese Chemical Letters, ;2025, 36(3): 109991. doi: 10.1016/j.cclet.2024.109991 shu

Copper-catalyzed 1,4-silylcyanation of 1,3-enynes: A silyl radical-initiated approach for synthesis of difunctionalized allenes

Qi Li ¹ ,
Zi-Lu Wang ¹ ,
Yun-He Xu ^*,

Department of Chemistry, University of Science and Technology of China, Hefei 230026, China

xyh0709@ustc.edu.cn

Received Date: 12 January 2024
Revised Date: 24 April 2024
Accepted Date: 10 May 2024
Available Online: 11 May 2024

Figures(5)

Herein, we developed the first example of copper-catalyzed silicon radical-initiated 1,4-silylcyanation of unactivated 1,3-enynes, which provided an efficient method to access CN-bearing tri- and tetra-substituted homoallenylsilane derivatives in high yields with excellent regioselectivities. This protocol featured good functional group compatibility and broad substrate scopes, enabling the formation of C-Si bond under cheap copper catalyst with a low loading. Furthermore, this means showed potential application value in the late-stage functionalization of natural products.
- Copper-catalyst,
- Unactivated enynes,
- 1,4-Difunctionalization,
- Radical silylation,
- Cyanation
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