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Visible-Light-Mediated Annulation of Electron-Rich Alkenes and Nitrogen-Centered Radicals from N-Sulfonylallylamines: Construction of Chloromethylated Pyrrolidine Derivatives.

Lorène N S CrespinAndreas GrebDavid C BlakemoreSteven V Ley
Published in: The Journal of organic chemistry (2017)
A visible-light-mediated annulation of N-sulfonylallylamines and olefins is reported. Rapid access to highly functionalized chloromethylated pyrrolidines can be achieved using mild conditions for the generation of nitrogen-centered radicals. Both a transition-metal-based catalyst and an organic dye can be used as photosensitizers with 0.5 mol % loading. The reaction was found to be applicable to a large variety of electron-rich and electron-neutral olefins.
Keyphrases
  • visible light
  • transition metal
  • electron transfer
  • solar cells
  • photodynamic therapy
  • mass spectrometry
  • loop mediated isothermal amplification
  • room temperature
  • metal organic framework