Koziakov, Dens and Majek, Michal and Jacobi von Wangelin, Axel (2016) Metal-free radical thiolations mediated by very weak bases. ORGANIC & BIOMOLECULAR CHEMISTRY, 14 (48). pp. 11347-11352. ISSN 1477-0520, 1477-0539
Full text not available from this repository. (Request a copy)Abstract
Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism via aryl, acetyloxyl, thiyl, and dimsyl radicals.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | UNSYMMETRICAL DIARYL CHALCOGENIDES; HOMOLYTIC AROMATIC-SUBSTITUTION; NITROSO-ACYL-ANILIDEN; NNN PINCER COMPLEXES; C-H-ARYLATION; S-S BOND; ARYL HALIDES; ARENEDIAZONIUM IONS; CATALYZED SYNTHESIS; ORGANIC-SYNTHESIS; |
| 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: | 21 Mar 2019 11:33 |
| Last Modified: | 21 Mar 2019 11:33 |
| URI: | https://pred.uni-regensburg.de/id/eprint/2604 |
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