Koziakov, Denis and Jacobi von Wangelin, Axel (2017) Metal-free radical aromatic carbonylations mediated by weak bases. ORGANIC & BIOMOLECULAR CHEMISTRY, 15 (32). pp. 6715-6719. ISSN 1477-0520, 1477-0539
Full text not available from this repository. (Request a copy)Abstract
We report a new method of metal-free alkoxycarbonylation. This reaction involves the generation of aryl radicals from arenediazonium salts by a very weak base (HCO2Na) under mild conditions. Subsequent radical trapping with carbon monoxide and alcohols gives alkyl benzoates. The conditions (metal-free, 1 equiv. base, MeCN, r.t., 3 h) tolerate various functional groups (I, Br, Cl, CF3, SF5, NO2, ester). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism.
Item Type: | Article |
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Uncontrolled Keywords: | ELECTRON-DONOR INITIATORS; ARYL HALIDES; PHOTOREDOX CATALYSIS; EPSILON-CAPROLACTONE; ARYLDIAZONIUM SALTS; ARENEDIAZONIUM IONS; CARBON-MONOXIDE; ACYL RADICALS; ALKYL IODIDES; ASCORBIC-ACID; |
Subjects: | 500 Science > 540 Chemistry & allied sciences |
Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Axel Jacobi von Wangelin |
Depositing User: | Dr. Gernot Deinzer |
Date Deposited: | 14 Dec 2018 13:15 |
Last Modified: | 26 Feb 2019 08:36 |
URI: | https://pred.uni-regensburg.de/id/eprint/1360 |
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