Citation: Hongping Zhao, Weiming Yuan. Merging catalytic electron donor-acceptor complex and copper catalysis: Enantioselective radical carbocyanation of alkenes[J]. Chinese Chemical Letters, ;2025, 36(10): 110894. doi: 10.1016/j.cclet.2025.110894 shu

Merging catalytic electron donor-acceptor complex and copper catalysis: Enantioselective radical carbocyanation of alkenes

Hongping Zhao ,
Weiming Yuan ^*,

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology (HUST), Wuhan 430074, China

yuanwm@hust.edu.cn

Received Date: 19 October 2024
Revised Date: 4 January 2025
Accepted Date: 20 January 2025
Available Online: 22 January 2025

Figures(5)

Catalytic electron donor-acceptor (EDA) complex photochemistry has recently emerged as a popular and sustainable alternative to photoredox synthetic methods. Yet, the catalytic EDA strategy is still in its infancy for organic synthesis due to the challenges of designing novel catalytic paradigm and expanding the substrate and reaction scope. Here, we disclose a catalytic EDA/Cu cooperative strategy by employing NaI as a catalytic donor for copper-catalyzed radical asymmetric carbocyanation. A diverse range of synthetically useful chiral benzyl nitriles are produced with high enantioselectivities. This synergetic EDA/copper catalysis enables the decarboxylative cyanation without request of any photoredox catalysts, further expanding the synthetic potential of catalytic EDA chemistry in organic synthesis.
- Photochemistry,
- Catalytic EDA complex,
- Copper,
- Carbocyanation,
- Alkenes
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