4.8 Article

Visible-Light-Mediated Fluoroalkylation of Isocyanides with Ethyl Bromofluoroacetates: Unified Synthesis of Mono- and Difluoromethylated Phenanthridine Derivatives

Journal

ORGANIC LETTERS
Volume 16, Issue 11, Pages 2938-2941

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol501081h

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Funding

  1. 863 program [2013AA092903]
  2. National Natural Science Foundation of China [21272113]
  3. Natural Science Foundation of Jiangsu Province [BK20131266]

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A practical and unified strategy has been described for the preparation of mono- and difluoromethylated phenanthridine derivatives using a visible-light-promoted alkylation and decarboxylation sequence from biphenyl isocyanides with ethyl bromofluoroacetate (EBFA) or ethyl bromodifluoroacetate (EBDFA). These reactions could be carried out at room temperature in good to excellent chemical yields. Both stepwise and one-pot procedures have been developed, which makes this strategy more attractive.

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