4.7 Article

Synthesis of 6-Fluoroalkyl 6H-Benzo[c]chromenes via Visible-Light-Promoted Radical Addition/Cyclization of Biaryl Vinyl Ethers

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 11, 页码 6151-6161

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01149

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资金

  1. National Natural Science Foundation of China [21672104, 21502097]
  2. Natural Science Foundation of the Education Department of Jiangsu province [15KJB150015]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions

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A novel visible-light-promoted cascade cyclization reaction for the synthesis of 6-fluoroalkyl 6H-benzo[c]-chromenes has been successfully realized, which was initiated by intermolecular radical addition to biaryl vinyl ethers using easily available fluoroalkylated reagents BrCF2CO2Et or 2-bromo-2,2-difluoroamides as the sources of fluorinated radicals, followed by the cyclization onto an aromatic ring process. This protocol tolerated a wide range of functional groups and provided the desired products in moderate to good yields.

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