Lecroq, William, Bazille, Pierre, Morlet-Savary, Fabrice, Breugst, Martin ORCID: 0000-0003-0950-8858, Lalevee, Jacques, Gaumont, Annie-Claude and Lakhdar, Sami ORCID: 0000-0002-1168-7472 (2018). Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations. Org. Lett., 20 (14). S. 4164 - 4168. WASHINGTON: AMER CHEMICAL SOC. ISSN 1523-7052

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Abstract

This work describes a straightforward access to a large variety of aryl phosphonates by the simple combination of diaryliodonium salts with phosphites in the presence of a base and under visible-light illumination. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds. Mechanistic investigations, including EPR, NMR, and DFT calculations, support the postulated reaction mechanism.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Lecroq, WilliamUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Bazille, PierreUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Morlet-Savary, FabriceUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Breugst, MartinUNSPECIFIEDorcid.org/0000-0003-0950-8858UNSPECIFIED
Lalevee, JacquesUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Gaumont, Annie-ClaudeUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Lakhdar, SamiUNSPECIFIEDorcid.org/0000-0002-1168-7472UNSPECIFIED
URN: urn:nbn:de:hbz:38-179606
DOI: 10.1021/acs.orglett.8b01379
Journal or Publication Title: Org. Lett.
Volume: 20
Number: 14
Page Range: S. 4164 - 4168
Date: 2018
Publisher: AMER CHEMICAL SOC
Place of Publication: WASHINGTON
ISSN: 1523-7052
Language: English
Faculty: Faculty of Mathematics and Natural Sciences
Divisions: Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
TRIVALENT-PHOSPHORUS-COMPOUNDS; INDUCED ELECTRON-TRANSFER; PHOTOREDOX CATALYSIS; ARENEDIAZONIUM SALTS; CENTERED RADICALS; ORGANIC-SYNTHESIS; DUAL CATALYSIS; COMPLEXES; GENERATION; ARYLATIONMultiple languages
Chemistry, OrganicMultiple languages
Refereed: Yes
URI: http://kups.ub.uni-koeln.de/id/eprint/17960

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