Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 16, Pages 5844-5847Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja500716j
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Funding
- Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geological and Biosciences, of the U.S. DOE [DE-AC02-05CH11231]
- NIHGMS [RO1 GM073932]
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A combination of visible light photocatalysis and gold catalysis is applied to a ring expansion-oxidative arylation reaction. The reaction provides an entry into functionalized cyclic ketones from the coupling reaction of alkenyl and allenyl cycloalkanols with aryl diazonium salts. A mechanism involving generation of an electrophilic gold(III)-aryl intermediate is proposed on the basis of mechanistic studies, including time-resolved FT-IR spectroscopy.
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