Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**

被引:17
作者
Brauer, Jan [1 ]
Quraishi, Elisabeth [1 ]
Kammer, Lisa Marie [1 ]
Opatz, Till [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Dept Chem, Duesbergweg 10-14, D-55128 Mainz, Germany
关键词
carboxylic acids; ketones; nickel; photocatalysis; radicals; N-C CLEAVAGE; AMIDES; ARYLATION; LIGAND; BONDS;
D O I
10.1002/chem.202103486
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 degrees,2 degrees, benzylic, alpha-oxy & alpha-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.
引用
收藏
页码:18168 / 18174
页数:7
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