Mooney David T, Donkin Benjamin D T, Demirel Nemrud, Moore Peter R, Lee Ai-Lan
Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, Scotland EH14 4AS, U.K.
Early Chemical Development, Pharmaceutical Sciences, BioPharmaceuticals R&D, AstraZeneca, Macclesfield SK10 2NA, U.K.
J Org Chem. 2021 Dec 3;86(23):17282-17293. doi: 10.1021/acs.joc.1c02425. Epub 2021 Nov 18.
A direct method for C-H dicarbamoylations of phenanthrolines has been developed, which is capable of directly installing primary, secondary as well as tertiary amides. This is a significant improvement on the previous direct method, which was limited to primary amides. The metal-, light-, and catalyst-free Minisci-type reaction is cheap, operationally simple, and scalable. We demonstrate that the step efficiency toward dicarbamoylated phenanthroline targets can now be significantly improved.
已开发出一种用于菲咯啉C-H二氨基甲酰化的直接方法,该方法能够直接引入伯酰胺、仲酰胺和叔酰胺。这是对先前直接方法的重大改进,先前的方法仅限于伯酰胺。这种无金属、无光照和无催化剂的Minisci型反应成本低廉、操作简单且可扩展。我们证明,现在可以显著提高生成二氨基甲酰化菲咯啉目标产物的步骤效率。