4.4 Article

Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds

Journal

TETRAHEDRON
Volume 73, Issue 45, Pages 6471-6478

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.09.050

Keywords

Visible light; Rose Bengal; bis-1,3-Dicarbonyl compounds; Photocatalysis; Tertiary amines

Funding

  1. National Natural Science Foundation of China [21672174, 21472152]
  2. Basic and Frontier Research Project of Chongqing [cstc2015jcyjBX0106]
  3. Program of Science and Technology Innovation for Undergraduates of Southwest University [20162003008]

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We report an example of Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds. This protocol employs Rose Bengal as a visible-light absorbing photo catalyst without the need of a transition metal, and air as a green oxidant. Various functional groups were well tolerated to afford products with yields of up to 80% under mild reaction conditions. (C) 2017 Elsevier Ltd. All rights reserved.

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