Electrochemical C(sp)-H functionalization of ethers hydrogen-atom transfer by means of cathodic reduction
The chemo- and stereoselective electrochemical allylation/alkylation of ethers is presented via a C(sp 3 )-H activation event. The electrosynthetic protocol enables the realization of a large library of functionalized ethers (35 examples) in high yields (up to 84%) via cathodic activation of a new t...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2023-02, Vol.59 (18), p.2664-2667 |
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Zusammenfassung: | The chemo- and stereoselective electrochemical allylation/alkylation of ethers is presented
via
a C(sp
3
)-H activation event. The electrosynthetic protocol enables the realization of a large library of functionalized ethers (35 examples) in high yields (up to 84%)
via
cathodic activation of a new type of redox-active carbonate (RAC), capable of triggering HAT (Hydrogen-Atom-Transfer) events through the generation of electrophilic oxy radicals. The process displayed high functional group tolerance and mild reaction conditions. A mechanistic elucidation
via
voltammetric analysis completes the study.
An electrochemical allylation/alkylation of cyclic/acyclic ethers is presented
via
a C(sp
3
)-H activation, proceeding under cathodic reduction. The reaction shows broad functional group tolerance and high yields. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d2cc06999g |