Koziakov, Denis ; Majek, Michal ; Jacobi von Wangelin, Axel 
Alternative Links zum Volltext:DOIVerlag
| Dokumentenart: | Artikel |
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| Titel eines Journals oder einer Zeitschrift: | European Journal of Organic Chemistry |
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| Verlag: | Wiley |
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| Ort der Veröffentlichung: | WEINHEIM |
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| Band: | 2017 |
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| Nummer des Zeitschriftenheftes oder des Kapitels: | 45 |
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| Seitenbereich: | S. 6722-6725 |
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| Datum: | 2017 |
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| Institutionen: | Chemie und Pharmazie > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Axel Jacobi von Wangelin |
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| Identifikationsnummer: | | Wert | Typ |
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| 10.1002/ejoc.201701339 | DOI |
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| Stichwörter / 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 |
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| Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
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| Status: | Veröffentlicht |
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| Begutachtet: | Ja, diese Version wurde begutachtet |
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| An der Universität Regensburg entstanden: | Ja |
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| Dokumenten-ID: | 39469 |
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Zusammenfassung
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 ...
Zusammenfassung
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.
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