TY - JOUR
T1 - Direct C-H Functionalization of Phenanthrolines
T2 - Metal- and Light-Free Dicarbamoylations
AU - Mooney, David T.
AU - Donkin, Benjamin D. T.
AU - Demirel, Nemrud
AU - Moore, Peter R.
AU - Lee, Ai-Lan
N1 - Funding Information:
The authors thank Euan B. McLean (Heriot-Watt University) for helpful discussions. We would like to thank the Engineering and Physical Sciences Research Council and AstraZeneca for financial support (Industrial CASE Ph.D. studentship to D.T.M.; grant code: EP/V519522/1).
Publisher Copyright:
© 2021 American Chemical Society.
PY - 2021/12/3
Y1 - 2021/12/3
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85120085026&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.1c02425
DO - 10.1021/acs.joc.1c02425
M3 - Article
C2 - 34792370
SN - 0022-3263
VL - 86
SP - 17282
EP - 17293
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 23
ER -