4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 7, Pages 4543-4550

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00318

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Funding

  1. CSIR, New Delhi [02(0307)/17/EMR-II]
  2. UGC-New Delhi
  3. CSIR

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A visible-light-promoted regioselective C(sp(2))-H/C(sp(3))-H cross-dehydrogenative coupling between 2H-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 2H-indazoles have been synthesized in moderate to good yields. Mechanistic studies suggest a radical pathway of the present reaction.

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