4.7 Article

Direct C-H Functionalization of Phenanthrolines: Metal- and Light-Free Dicarbamoylations

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 23, 页码 17282-17293

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02425

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  1. Engineering and Physical Sciences Research Council
  2. AstraZeneca [EP/V519522/1]

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A direct method for C-H dicarbamoylations of phenanthro-lines has been developed, allowing the direct installation of primary, secondary, and tertiary amides. This metal-, light-, and catalyst-free Minisci-type reaction is cheap, operationally simple, and scalable, significantly improving the step efficiency towards dicarbamoylated phenanthroline targets.
A direct method for C-H dicarbamoylations of phenanthro-lines 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.

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