4.4 Article

Visible light mediated aerobic photocatalytic activation of C-H bond by riboflavin tetraacetate and N-hydroxysuccinimide

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 7, Pages 658-662

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.01.011

Keywords

C-H bond activation; RFT; NHS; FeCl3 center dot 6H(2)O; Visible light

Funding

  1. Shanghai Alliance Program [LM 201666]
  2. Capacity-building Projects in Shanghai Local Universities [15120503700]

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A green and highly efficient cooperative photocatalytic system which consists of riboflavin tetraacetate (RFT), N-hydroxysuccinimide (NHS) and FeCl3 center dot 6H(2)O has been developed for C-H bond oxygenation with visible light under mild reaction conditions. Compared to the previous procedures about C-H bond activation by using flavins as photocatalyst, we use cheap ferric chloride and NHS instead of expensive scandium triflate or biomimetic non-heme iron complex, further expand the substrate scopes. In addition, a possible radical mechanism for the C-H bond oxygenation in this photocatalytic system is proposed. (C) 2018 Elsevier Ltd. All rights reserved.

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