4.7 Article

Photoinduced synthesis of fluorinated dibenz[b,e]azepines via radical triggered cyclization

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 73, Pages 10848-10851

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc04977k

Keywords

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Funding

  1. National Natural Science Foundation of China [21801163, 21702213, 51673113]
  2. STU Scientific Research Foundation for Talents [NTF18003]
  3. Key Project of DEGP [2018KZDXM032]

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A simple, mild and efficient approach to access fluorinated dibenz[b,e]azepines via visible-light photoredox catalysis is presented. Inexpensive and commercially available fluoroalkyl anhydrides in concert with pyridine N-oxide are employed as the source of the fluoroalkyl radicals. A one-pot process involving the trifluoroacetylation of unprotected secondary benzyl amines followed by radical cyclization could also afford the desired fluorinated dibenz[b,e]azepines.

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