AI Article Synopsis
- This research presents a new method for converting benzylic C-H bonds into aryl ketones in a single step without overoxidizing existing -OH groups.
- The process uses mechanochemistry, making it an eco-friendly and versatile approach suitable for various functional groups.
- In addition, the study includes detailed investigations of the mechanism, enhancing our understanding of selective oxidation in chemistry.
Article Abstract
The direct selective oxyfunctionalization of C-H into C═O represents a highly useful, yet challenging, synthetic methodology. Herein, a one-step oxyfunctionalization of benzylic C-H into aryl ketone, with no overoxidation of the -OH functional group, is reported through mechanochemistry. The substrate scope is also tolerant of a wide range of different functional groups, providing a particularly sustainable yet widely adaptable route for the synthesis of aryl ketones, which represent both a classic synthetic precursor and a useful strategy for lignin monomer valorization. A series of mechanistic and spectroscopic investigations were also conducted to shed light on the unique C-H over -OH selectivity, opening up new avenues for oxidation chemistry.
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| http://dx.doi.org/10.1021/acs.joc.4c01950 | DOI Listing |
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- This research presents a new method for converting benzylic C-H bonds into aryl ketones in a single step without overoxidizing existing -OH groups.
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