Huang Hua, Dai Qing-Song, Leng Hai-Jun, Li Qing-Zhu, Yang Si-Lin, Tao Ying-Mao, Zhang Xiang, Qi Ting, Li Jun-Long
Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University Chengdu 610106 P. R. China
State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137 China.
Chem Sci. 2022 Jan 21;13(9):2584-2590. doi: 10.1039/d1sc06102j. eCollection 2022 Mar 2.
The Suzuki-Miyaura cross-coupling of C(sp)-hybridised boronic compounds still remains a challenging task, thereby hindering the broad application of alkyl boron substrates in carbon-carbon bond-forming reactions. Herein, we developed an NHC/photoredox dual catalytic cross-coupling of alkyl trifluoroborates with acid fluorides, providing an alternative solution to the classical acylative Suzuki coupling chemistry. With this protocol, various ketones could be rapidly synthesised from readily available materials under mild conditions. Preliminary mechanistic studies shed light on the unique radical reaction mechanism.
C(sp)杂化硼酸化合物的铃木-宫浦交叉偶联仍然是一项具有挑战性的任务，从而阻碍了烷基硼底物在碳-碳键形成反应中的广泛应用。在此，我们开发了一种N-杂环卡宾/光氧化还原双催化的烷基三氟硼酸盐与酰氟的交叉偶联反应，为经典的酰化铃木偶联化学提供了一种替代解决方案。通过该方法，可以在温和条件下从易得的原料快速合成各种酮。初步的机理研究揭示了独特的自由基反应机理。
