Electron-catalyzed radical perfluoroalkylation of organic sulfides: the serendipitous use of the TMEDA/I2 complex as a radical initiator?

Catalysis Science & Technology Pub Date: 2017-04-25 DOI: 10.1039/C7CY00236J

Abstract

Radical initiation for the perfluoroalkylation reaction of sulfides has been performed using the complex [(TMEDA)I·I3] and visible light. This methodology bypasses the use of metal(organo)catalysts where the complex [(TMEDA)I·I3] acts as a good electron donor/reductant radical initiating agent. Biologically relevant sulfides are easily substituted with RF moieties employing a mild and environmentally benign radical strategy starting from readily available RFI.

Graphical abstract: Electron-catalyzed radical perfluoroalkylation of organic sulfides: the serendipitous use of the TMEDA/I2 complex as a radical initiator
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