4.7 Article

Photoinitiated stereoselective direct C(sp2)-H perfluoroalkylation and difluoroacetylation of enamides

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ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 15, 页码 4086-4094

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00605c

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资金

  1. National Natural Science Foundation of China [21801129]
  2. Natural Science Research Projects in Jiangsu Higher Education Institutions [18KJB150018]
  3. National Students' Platform for Innovation and Entrepreneurship Training Program [201910291012Z]
  4. Nanjing Tech University [39837137, 39837101, 3827401739]
  5. Soochow University [KJS1945]

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These methods utilize photocatalysis to efficiently incorporate fluorine-containing moieties into synthetically superior enamide scaffolds under mild and environmentally friendly conditions, with high regio- and stereoselectivities.
A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.

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