Hypervalent Iodine‐Mediated Selective Oxidative Functionalization of (Thio)chromones with Alkanes |
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| Authors: | Dr Rishikesh Narayan Dr Andrey P Antonchick |
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| Affiliation: | 1. Max Planck Institute für Molekulare Physiologie, Abteilung Chemische Biologie, Otto‐Hahn‐Strasse 11, 44227 Dortmund (Germany), Fax: (+49)?231‐133‐2499;2. Technische Universit?t Dortmund, Fakult?t Chemie, Chemische Biologie, Otto‐Hahn‐Strasse 6, 44227 Dortmund (Germany) |
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| Abstract: | C?C bond formation is the most fundamental way for the chain propagation in organic molecules. This achievement through tandem oxidation of two different C?H bonds represents the state of the art in organic synthesis. Selective functionalization of the ubiquitous aliphatic C?H bonds offers an attractive option for this oxidative cross‐coupling methodology. To develop such a methodology under mild and “metal‐free” conditions remains challenging. Herein, we report hypervalent iodine‐mediated selective oxidative functionalization of aliphatic C?H bonds of alkanes with chromones and (thio)chromones. A wide range of alkanes, both cyclic and acyclic, has been found to react selectively and predictably in good yields. The developed methodology is also the first report of a direct oxidative functionalization of the C‐2 position of (thio)chromones with alkanes to access bioactive compounds. |
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| Keywords: | C H activation chromones iodine metal‐free conditions oxidative coupling |
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