4.6 Article

Synthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives via copper-catalyzed difluoroalkylation/dearomatization of N-benzylacrylamides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 18, Issue 41, Pages 8376-8380

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob01833c

Keywords

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Funding

  1. National Natural Science Foundation of China [21603163, 31971174, 21871210]
  2. Science& Technology Projects of Tianjin [18JCQNJC76100, 18JCYBJC95300]

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An efficient method for the synthesis of difluoroalkylated 2-azaspiro[4.5]decanes via copper-catalyzed difluoroalkylation of N-benzylacrylamides with ethyl bromodifluoroacetate has been established. The reaction experienced a tandem radical addition and dearomatizing cyclization process. In addition, the resultant products can be smoothly converted into a difluoroalkylated quinolinone and saturated spirocyclohexanone scaffold.

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