4.7 Article

Metal- and photocatalyst-free visible-light-promoted regioselective selenylation of coumarin derivatives via oxidation-induced C-H functionalization

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 20, Pages 2974-2979

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo00899j

Keywords

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Funding

  1. Natural Science Foundation of Shandong Province [ZR2016JL012, ZR2018MB009]
  2. National Natural Science Foundation of China [21302110, 21302109]
  3. Scientific Research Foundation of Qingdao University of Science and Technology

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A visible-light-promoted approach for the regioselective selenylation of 4-amino substituted coumarins has been developed under metal- and photocatalyst-free conditions at room temperature. Notably, dual selenylation products were also obtained selectively when N-substituted 4-(phenylamino)-2H-chromen-2-ones were employed. Preliminary mechanism studies suggest that oxidation-induced C-H functionalization may be involved in this transformation. The present method provides a highly attractive and alternative approach to C-Se bond formation.

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