Journal
CHEMICAL SCIENCE
Volume 8, Issue 8, Pages 5622-5627Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc01700f
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Funding
- CREST-JST [JPMJCR13L2: 13418441]
- Program for Leading Graduate Schools Integrative Graduate Education and Research Program in Green Natural Sciences at Nagoya University
- JSPS
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The photoexcited aryl ketone-catalyzed C-H imidation of arenes and heteroarenes is reported. Using 3,6-dimethoxy-9H-thioxanthen-9-one as a catalyst in combination with a bench-stable imidating reagent, C-N bond formation proceeds with high efficiency and a broad substrate scope. A key part of this method is that the thioxanthone catalyst acts as an excited-state reductant, thus establishing an oxidative quenching cycle for radical aromatic substitution. The synthetic potential of this photoexcited ketone catalysis is further demonstrated by application to the direct C-H acyloxylation of arenes.
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