Visible-Light-Photocatalyzed Reductions of N-Heterocyclic Nitroaryls to Anilines Utilizing Ascorbic Acid Reductant

利用抗坏血酸还原剂,可见光催化还原N-杂环硝基芳基化合物生成苯胺

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Abstract

A photoreductive protocol utilizing [Ru(bpy)(3)](2+) photocatalyst, blue light LEDs, and ascorbic acid (AscH(2)) has been developed to reduce nitro N-heteroaryls to the corresponding anilines. Based on experimental and computational results and previous studies, we propose that the reaction proceeds via proton-coupled electron transfer between AscH(2), photocatalyst, and the nitro N-heteroaryl. The method offers a green catalytic procedure to reduce, e.g., 4-/8-nitroquinolines to the corresponding aminoquinolines, substructures present in important antimalarial drugs.

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