Publications by authors named "Gauthier Lefebvre"

Article Synopsis
  • The article presents the first successful creation of SF-ynamides, which are multifunctional compounds incorporating a pentafluorosulfanyl group.
  • * The synthesis involves a two-step process: first, a radical reaction adds the SF group to different terminal ynamides, followed by removing a chlorine atom.
  • * Various chemical reactions can readily modify these newly formed SF-ynamides, demonstrating their potential for diverse applications in organic chemistry.
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With the goal of accessing yet unknown SF-cyclopropyl building blocks, the radical addition of SFCl to cyclopropenes was investigated. Addition of the SF radical occurs regioselectively at the less substituted carbon of cyclopropenes and to the most hindered substituent at C3, while chlorine atom transfer proceeds with moderate to high levels of diastereocontrol. The carbon-chlorine bond in the resulting adducts can undergo subsequent radical reduction or be involved in a radical cyclization.

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An iron-catalyzed synthesis of sulfur- and sulfone-containing heterocycles is reported. The method is based on the cyclization of readily available substrates and proceeded with high efficiency and diastereoselectivity. A variety of sulfur-containing heterocycles bearing moieties suitable for subsequent functionalization are prepared.

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