Koziakov, Denis and Majek, Michal and Jacobi von Wangelin, Axel (2017) Radical Aromatic Trifluoromethylthiolation: Photoredox Catalysis vs. Base Mediation. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (45). pp. 6722-6725. ISSN 1434-193X, 1099-0690
Full text not available from this repository. (Request a copy)Abstract
Trifluoromethyl aryl sulfides (Ar-SCF3) constitute highly attractive building blocks due to their exceptional lipophilicity and chemical properties. Related protocols of radical aromatic trifluoro-methylthiolation of arenediazonium salts were developed that are based on the facile generation of intermediate aryl radicals. Their reactions with commercial F3CS-SCF3 under very mild conditions afforded a diverse set of Ar-SCF3 (< 90% yield). Direct comparison of photoredox catalysis {eosin Y or [Ru(bpy)(3)]Cl-2} with the weak base-mediated dark reaction documented higher synthetic efficiency of the former but higher operational simplicity of the latter strategy.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ARYL FLUOROALKYL SULFIDES; MEDICINAL CHEMISTRY; OXIDATIVE TRIFLUOROMETHYLTHIOLATION; NUCLEOPHILIC TRIFLUOROMETHYLATION; TRIFLUOROMETHANESULFENYL CHLORIDE; SELECTIVE FLUORINATION; CONVENIENT SYNTHESIS; ELEMENTAL SULFUR; LIQUID-CRYSTALS; DRUG DESIGN; Aromatic substitution; Photoredox catalysis; Radical reactions; Fluorinations; Thiols; Fluorine |
| 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 13:18 |
| Last Modified: | 11 Feb 2019 14:57 |
| URI: | https://pred.uni-regensburg.de/id/eprint/1695 |
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