Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, GSP-3, Moscow 119991, Russia.
J Org Chem. 2023 Feb 17;88(4):2367-2376. doi: 10.1021/acs.joc.2c02780. Epub 2023 Jan 26.
In this study, we developed a selective method for synthesis of multi-substituted quinoline-2-ylphosphonates and quinoline-3-ylphosphonates by copper- or gold-catalyzed reactions of phosphoryl-substituted conjugated ynones with 2'-amino-2,2,2-trifluoroacetophenones. The approach proposed makes it possible to obtain various substituted quinolines in good yields. It is also shown that (4,4,4-trifluoro-3-oxobut-1-yn-1-yl)phosphonate reacts with 2-aminoaryl ketones under non-catalytic conditions with formation of 4-substituted quinoline-2-ylphosphonates in high yields.
在这项研究中，我们开发了一种通过磷酰基取代的共轭炔酮与 2'-氨基-2,2,2-三氟苯乙酮的铜或金催化反应合成多取代喹啉-2-基膦酸酯和喹啉-3-基膦酸酯的选择性方法。所提出的方法使得可以以良好的产率获得各种取代的喹啉。还表明，(4,4,4-三氟-3-氧代丁-1-炔-1-基)膦酸酯在非催化条件下与 2-氨基芳基酮反应，以高产率形成 4-取代的喹啉-2-基膦酸酯。
