烷基化
化学
光激发
光催化
催化作用
光催化
表面改性
烷基
硝基
功能群
组合化学
光化学
羧酸
有机合成
有机化学
聚合物
物理
核物理学
激发态
物理化学
作者
Kousik Das,Burkhard Koenig
标识
DOI:10.26434/chemrxiv-2025-2tgc9
摘要
Nitroarenes are indispensable building blocks in organic chemistry and are embedded in numerous pharmaceuticals. However, their direct C–H functionalization via alkylation is hindered by the strongly electron-withdrawing nature of the nitro group and its tendency to intercept radical species generated under photochemical or other reaction conditions. Here, we report a photocatalytic strategy for the direct C–H alkylation of nitroarenes using readily available carboxylic acids as alkyl radical precursors. This transformation proceeds under mild, visible-light irradiation conditions, exhibits broad functional group tolerance, and is compatible with both aromatic and aliphatic carboxylic acids. Mechanistic studies indicate a decarboxylative radical addition pathway initiated by photoexcitation of an organic photocatalyst. This method enables late-stage functionalization of complex molecules and provides a modular platform for sequential C–H diversification, thereby expanding the synthetic utility of nitroarenes for medicinal chemistry applications.
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