Shaikh, Rizwan S. and Ghosh, Indrajit and Koenig, Burkhard (2017) Direct C-H Phosphonylation of Electron-Rich Arenes and Heteroarenes by Visible-Light Photoredox Catalysis. CHEMISTRY-A EUROPEAN JOURNAL, 23 (50). pp. 12120-12124. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
The direct transformation of ubiquitous, but chemically inert C-H bonds into diverse functional groups is an important strategy in organic synthesis that improves the atom economy and faclitates the preparation and modification of complex molecules. In contrast to the wide applications of aryl phosphonates, their synthesis via direct C-H bond phosphonylation is a less explored area. We report here a general, mild, and broadly applicable visible-light photoredox C-H bond phosphonylation method for electron-rich arenes and heteroarenes. The photoredox catalytic protocol utilizes electron-rich arenes and biologically important heteroarenes as substrates, [Ru(bpz)(3)][PF6](2) as photocatalyst, ammonium persulfate as oxidant, and trialkyl phosphites as the phosphorus source to provide a wide range of aryl phosphonates at ambient temperature under very mild reaction conditions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | P BOND FORMATION; DIALKYL PHOSPHITES; ARYLBORONIC ACIDS; PHOSPHONATE DIESTERS; AROMATIC-COMPOUNDS; COUPLING REACTIONS; ROOM-TEMPERATURE; METAL-COMPLEXES; VINYL HALIDES; ARYL; C-H activation; late-stage functionalization; phosphonylation; photoredox catalysis; triethyl phosphite |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Dec 2018 13:15 |
| Last Modified: | 11 Feb 2019 14:23 |
| URI: | https://pred.uni-regensburg.de/id/eprint/1190 |
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