Journal
ORGANIC LETTERS
Volume 24, Issue 2, Pages 496-500Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03849
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Funding
- National Natural Science Foundation of China [92056102, 21871241]
- USTC Research Funds of the Double First-Class Initiative [YD2060002014]
- Minjiang University [32903602]
- Supercomputing Center of University of Science and Technology of China
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An Oxone-mediated oxidative ring-opening reaction was reported for the synthesis of 2-hydroxy-2'-aroyl-1,1'-biaryls by cleaving a carbon-carbon bond of 4,5-disubstituted 9H-fluoren-9-ols. The reaction can be efficiently carried out by heating a mixture of fluoren-9-ols, Oxone, and 1,1,1,3,3,3-hexafluoroisopropanol at 60 degrees C for 4 hours. The proposed persulfate-involved ring-expansion processes were supported by DFT calculations.
An Oxone-mediated oxidative ring-opening reaction of 4,5-disubstituted 9H-fluoren-9-ols by cleavage of a carbon-carbon bond is reported. 2-Hydroxy-2'-aroyl-1,1'-biaryls can be efficiently prepared by simply heating the mixture of fluoren-9-ols, Oxone, and 1,1,1,3,3,3-hexafluoroisopropanol at 60 degrees C for 4 h. The persulfate-involved ring-expansion processes were proposed and supported by the DFT calculations.
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