4.8 Article

Photoredox Generation of N-Centered Hydrazonyl Radicals Enables the Construction of Dihydropyrazole-Fused gem-Difluoroalkenes

Journal

ORGANIC LETTERS
Volume 23, Issue 15, Pages 6153-6157

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02275

Keywords

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Funding

  1. National Natural Science Foundation of China [21101085]
  2. Natural Science Foundation of Liaoning Province [2015020196]
  3. Liaoning Revitalization Talents Program [XLYC1902085]
  4. PetroChina Innovation Foundation [2018D-5007-0507]
  5. Research Project Fund of Liaoning Provincial Department of Education [L2019037]

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An efficient visible-light-promoted N-radical-mediated tandem radical cyclization/defluorinated alkylation of beta,gamma-unsaturated hydrazones and alpha-trifluoromethyl alkenes was described. This protocol provides a general and effective route to synthesize various dihydropyrazole-fused gem-difluoroalkenes at moderate to excellent yields under redox-neutral, metal-free, and mild conditions.
An efficient visible-light-promoted N-radical-mediated tandem radical cyclization/defluorinated alkylation of beta,gamma-unsaturated hydrazones, and alpha-trifluoromethyl alkenes is described. This protocol provides a general and effective route to synthesize various dihydropyrazole-fused gem-difluoroalkenes at moderate to excellent yields under redox-neutral, metal-free, and mild conditions.

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