Visible-Light-Induced Regioselective Cross-Dehydrogenative Coupling of 2 H -Indazoles with Ethers

A visible-light-promoted regioselective C(sp2)-H/C(sp3)-H cross-dehydrogenative coupling between 2 H-indazoles and ethers has been achieved using a catalytic amount of rose bengal as an organophotoredox-catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant at ambient temperature under aerobic c...

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Veröffentlicht in:Journal of organic chemistry 2019-04, Vol.84 (7), p.4543-4550
Hauptverfasser: Singsardar, Mukta, Laru, Sudip, Mondal, Susmita, Hajra, Alakananda
Format: Artikel
Sprache:eng
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Zusammenfassung:A visible-light-promoted regioselective C(sp2)-H/C(sp3)-H cross-dehydrogenative coupling between 2 H-indazoles and ethers has been achieved using a catalytic amount of rose bengal as an organophotoredox-catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant at ambient temperature under aerobic conditions. A variety of C-3 oxyalkylated 2 H-indazoles have been synthesized in moderate to good yields. Mechanistic studies suggest a radical pathway of the present reaction.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00318