Department of Chemistry, Johannes Gutenberg University, Duesbergweg 10-14, Mainz, 55128, Germany.
Chemistry. 2021 Dec 23;27(72):18168-18174. doi: 10.1002/chem.202103486. Epub 2021 Nov 23.
A simple visible light photochemical, nickel-catalyzed synthesis of ketones from carboxylic acid-derived precursors is presented. Hantzsch ester (HE) functions as a cheap, green and strong photoreductant to facilitate radical generation and also engages in the Ni-catalytic cycle to restore the reactive species. With this dual role, HE allows for the coupling of a large variety of radicals (1°,2°, benzylic, α-oxy & α-amino) with aroyl and alkanoyl moieties, a new feature in reactions of this type. With both precursors deriving from abundant carboxylic acids, this protocol is a welcome addition to the organic chemistry toolbox. The reaction proceeds under mild conditions without the need for toxic metal reagents or bases and shows a wide scope, including pharmaceuticals and complex molecular architectures.
本文报道了一种简单的可见光光化学、镍催化的由羧酸衍生前体制备酮的方法。Hantzsch 酯（HE）作为一种廉价、绿色、强还原剂，有利于自由基的生成，并参与 Ni 催化循环以恢复活性物质。HE 具有这种双重作用，可以使各种自由基（1°、2°、苄基、α-氧基和α-氨基）与芳基和烷酰基部分偶联，这是此类反应的一个新特点。由于两种前体都来源于丰富的羧酸，因此该方法是有机化学工具箱中的一个受欢迎的补充。该反应在温和的条件下进行，不需要有毒的金属试剂或碱，具有广泛的适用性，包括药物和复杂的分子结构。
