Organophotocatalysis Enables the Synthesis of gem-FluoroPhosphonate Alkenes

Solène Morand (1) , William Lecroq (2) , Philippe Jubault (1) , Sami Lakhdar (3) , Jean-Philippe Bouillon (1) , Samuel Couve- Bonnaire (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
2 LCMT - Laboratoire de chimie moléculaire et thioorganique
3 LHFA - Laboratoire Hétérochimie Fondamentale et Appliquée

gem-Bromofluoroalkenes have been combined with phosphite under irradiation, in the presence of Fukuzumi's catalyst (9-mesityl-10methylacridinium perchlorate) as organic photocatalyst, to provide valuables gem-fluorophosphonate derivatives, known as stable mimics of phosphates. The desired products were obtained in good to excellent yields and the reaction showed very good chemical tolerance. .

Domains: Chemical Sciences

Solène Morand, William Lecroq, Philippe Jubault, Sami Lakhdar, Jean-Philippe Bouillon, et al.. Organophotocatalysis Enables the Synthesis of gem-FluoroPhosphonate Alkenes. Organic Letters, 2022, 24 (45), pp.8343-8347. ⟨10.1021/acs.orglett.2c03366⟩. ⟨hal-03863948⟩