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Green Chemistry
Page 4 of 6
DOI: 10.1039/C6GC02674E
COMMUNICATION
Journal Name
Spannenberg, R. Jackstell and M. Beller, Angew. Chem., Int.
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784.
4
For some examples of hydroxylation of Csp2-H bonds, see: (a)
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Scheme 7 Proposed reaction mechanism.
Conclusions
In conclusion, we have demonstrated a novel and efficient metal-
free oxidation of cyclohexenones and cyclohexenones equivalents
to substituted phenols. Various substituents including some easily
oxidizable or reducible functionalities such as sulfide, vinyl, or allyl
group could be tolerated in this mild DMSO oxidation. The
challenging meta-substituted phenols could be well prepared. The
mild metal-free I2-catalysis makes this protocol very simple,
practical and easily handled. Further studies of DMSO as an oxidant
or an oxygen source are ongoing in our group.
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Financial support from National Basic Research Program of
China (973 Program) (grant No. 2015CB856600), National
Natural Science Foundation of China (Nos. 21325206,
21632001), the National Young Top-notch Talent Support
Program, and the Peking University Health Science Center
(BMU20150505) are greatly appreciated. We thank Kai Wu in
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this group for reproducing the results of 2g and 4d
.
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