Abstract
A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance.
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Acknowledgements
This work was supported by the National Natural Science Foundation of China (21672200, 21772185) and the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB20000000). We are grateful for the assistance of the product characterization from the National Demonstration Center for Experimental Chemistry Education of University of Science and Technology of China. The numerical calculations in this paper have been done on the supercomputing system in the Supercomputing Center of University of Science and Technology of China.
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Li, Z., Zhang, Y., Li, K. et al. Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds. Sci. China Chem. 64, 2134–2141 (2021). https://doi.org/10.1007/s11426-021-1061-x
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DOI: https://doi.org/10.1007/s11426-021-1061-x