Halogen-Bond-Promoted Direct Cross-Coupling of Trifluoromethylated Alkyl Bromides with Coumarins/Quinolinones: Unraveling Trifluoromethyl Effects

作者：Peng Guo, Guoliang Pu, Gai-Rong Wang, Lin‐Yuan Zeng, Weipiao Li, Xuefei Li, Panpan Zhou, Chun‐Yang He · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c00717 · 被引用次数：29 · 研究领域：Fluorine in Organic Chemistry、Radical Photochemical Reactions、Inorganic Fluorides and Related Compounds

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.