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

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 cataly...

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Veröffentlicht in:Journal of organic chemistry 2021-12, Vol.86 (23), p.17282-17293
Hauptverfasser: Mooney, David T, Donkin, Benjamin D. T, Demirel, Nemrud, Moore, Peter R, Lee, Ai-Lan
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02425