卤素键促进的三氟甲基化烷基溴与香豆素/喹啉酮的直接交叉偶联：揭示三氟甲基效应
Halogen-Bond-Promoted Direct Cross-Coupling of Trifluoromethylated Alkyl Bromides with Coumarins/Quinolinones: Unraveling Trifluoromethyl Effects.
作者信息
Guo Peng, Pu Guoliang, Wang Gairong, Zeng Lin-Yuan, Li Wei-Piao, Li Xuefei, Zhou Pan-Pan, He Chun-Yang
机构信息
Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, Generic Drug Research Center of Guizhou Province, School of Pharmacy, Zunyi Medical University, Zunyi, 563002 Guizhou, P. R. China.
Department of Nuclear Medicine, Affiliated Hospital of Zunyi Medical University, 563002 Zunyi, Guizhou, P. R. China.
出版信息
Org Lett. 2024 Apr 19;26(15):3097-3102. doi: 10.1021/acs.orglett.4c00717. Epub 2024 Apr 4.
This study introduces a novel approach involving XB-mediated cross-coupling of α-trifluoromethylated alkyl bromides with coumarins and quinolinones under visible light irradiation. Both density functional theory (DFT) calculations and experimental studies converge to suggest that the noncovalent interaction between alkyl bromides and DMAP, intensified by the α-trifluoromethyl group, plays a pivotal role in facilitating this chemoselective reaction.
本研究介绍了一种新颖的方法，该方法涉及在可见光照射下，通过XB介导的α-三氟甲基化烷基溴与香豆素和喹啉酮的交叉偶联反应。密度泛函理论（DFT）计算和实验研究均表明，α-三氟甲基基团增强了烷基溴与DMAP之间的非共价相互作用，这在促进这种化学选择性反应中起着关键作用。
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