Journal
ORGANIC LETTERS
Volume 23, Issue 18, Pages 7150-7155Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02559
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Funding
- National Natural Science Foundation of China [21901071, 21971061]
- Natural Science Foundation of Hunan Province [2020JJ5350]
- Technology Planning Project of Hunan Province [2018TP1017]
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A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and alpha-oxocarboxylic acids utilizing the atmosphere as a controlled switch has been reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O-2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Preliminary mechanistic studies suggest that the formation of triphenylenes involves a double decarboxylation.
A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and alpha-oxocarboxylic acids utilizing the atmosphere as a controlled switch is reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O-2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Notably, preliminary mechanistic studies indicate that the formation of triphenylenes involves a double decarboxylation.
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