4.7 Article

Decatungstate-photocatalyzed direct coupling of inert alkanes and quinoxalin-2(1H)-ones with H2 evolution

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 10, Pages 2728-2733

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01894a

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Funding

  1. National Natural Science Foundation of China [21971224, 22071222]
  2. Natural Science Foundation of Henan Province [202300410375]

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The direct coupling reaction between inert alkanes and quinoxalin-2(1H)-ones was successfully achieved under noble metal-free, acid-free, and oxidant-free conditions, leading to the synthesis of various 3-alkylated quinoxalin-2(1H)-ones with good to excellent yields.
A tetrabutylammonium decatungstate (TBADT)-photocatalyzed direct coupling of inert alkanes and quinoxalin-2(1H)-ones with H-2 evolution was developed at room temperature. The present transformation achieved direct C(sp(3))-H/C(sp(2))-H coupling under noble metal-free, acid-free and oxidant-free conditions. With this method, a series of 3-alkylated quinoxalin-2(1H)-ones bearing various functional groups were synthesized in good to excellent yields.

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