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Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

William Lecroq, Pierre Bazille, Fabrice Morlet-Savary, Martin Breugst*, Jacques Lalevée, Annie-Claude Gaumont and Sami Lakhdar*

*Normandie Univ., UNICAEN, CNRS, 6, Boulevard Maréchal Juin, Caen 14000 France; Department für Chemie, Universität zu Köln, Greinstraße 4, 50939 Köln, Germany, Email: sami.lakhdarensicaen.fr, mbreugstuni-koeln.de

W. Lecroq, P. Bazille, F. Morlet-Savary, M. Breugst, J. Lalevée, A.-C. Gaumont, S. Lakhdar, Org. Lett., 2018, 20, 4164-4167.

DOI: 10.1021/acs.orglett.8b01379 (free Supporting Information)


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Abstract

The reaction of diaryliodonium salts with phosphites in the presence of a base under visible-light illumination provides a large variety of aryl phosphonates. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds.


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Key Words

phosphonates, photochemistry


ID: J54-Y2018