Nickel catalyzed C-N coupling of haloarenes with B2N4 reagents

作者：Qianqian Chang, Qini Li, Yi-Hui Deng, Tian‐Yu Sun, Yun‐Dong Wu, Leifeng Wang · 发表于：Nature Communications · 年份：2025 · DOI：10.1038/s41467-025-58438-6 · 被引用次数：8 · 研究领域：Catalytic C–H Functionalization Methods、Radical Photochemical Reactions、Catalytic Cross-Coupling Reactions

Abstract Carbon-heteroatom bond (especially for C-N bond) formation through nickel catalysis has seen significant development. Well-established Ni(0)/Ni(II) redox cycle and photoinduced Ni(I)/Ni(III) redox cycle have been the dominant mechanisms. We report a thermally driven Ni-catalyzed method for C-N bond formation between haloarenes and B 2 N 4 reagents, yielding N,N -dialkylaniline derivatives in good to excellent yields with broad functional group tolerance under base-free conditions. The catalytic protocol is useful for base-sensitive structures and late-stage modifications of complex molecules. Detailed mechanistic studies and density functional theory (DFT) calculations indicate that a Ni(I)/Ni(III) redox cycle is preferred in the C-N coupling process, and B 2 N 4 reagent serves both as a single electron transfer donor and a N , N -dialkylation source.