Radical Amido‐ and Azido‐Fluorination of α‐Fluorostyrene Derivatives: An Innovative Approach Towards β‐Aryl‐β,β‐difluoroamino Motifs - Archive ouverte HAL Access content directly
Journal Articles European Journal of Organic Chemistry Year : 2022

Radical Amido‐ and Azido‐Fluorination of α‐Fluorostyrene Derivatives: An Innovative Approach Towards β‐Aryl‐β,β‐difluoroamino Motifs

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Abstract

An innovative one-step synthesis towards β-aryl-β,β-difluorocarbamates and β-aryl-β,β-difluoroazides is presented. The described approach relies on the use of α-fluorostyrene substrates in a radical addition/fluorination reaction with N-centered radicals in the presence of Selectfluor®. The best results were obtained for the azidofluorination reaction. The resultant β-arylβ,β-difluoroazides were further transformed into Nitrogenbased heterocycles (e. g. pyrrole, triazole, and tetrazole) and in more elaborated azide derivatives.
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hal-03866904 , version 1 (23-11-2022)

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Alphonsine Ngo Ndimba, Émilie Vincent, Julien Brioche. Radical Amido‐ and Azido‐Fluorination of α‐Fluorostyrene Derivatives: An Innovative Approach Towards β‐Aryl‐β,β‐difluoroamino Motifs. European Journal of Organic Chemistry, 2022, 2022 (43), pp.e202201165. ⟨10.1002/ejoc.202201165⟩. ⟨hal-03866904⟩
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