Visible-Light Photoredox in Homolytic Aromatic Substitution: Direct Arylation of Arenes with Aryl Halides

Visible-Light Photoredox in Homolytic Aromatic Substitution: Direct Arylation of Arenes with Aryl Halides

Direct arylation of unactivated arenes or heteroarenes with aryl halides could be carried out in the presence of potassium tert-butoxide and dimethyl sulfoxide under visible-light irradiation. Ir(ppy)3 was found to be an effective photoredox catalyst for this reaction. The reactions of aryl iodides...

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Veröffentlicht in:Organic letters 2013-06, Vol.15 (11), p.2664-2667
Hauptverfasser: Cheng, Yannan, Gu, Xiangyong, Li, Pixu
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Hydrocarbons, Halogenated - chemistry
Light
Palladium - chemistry
Photochemical Processes
Temperature
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Zusammenfassung:Direct arylation of unactivated arenes or heteroarenes with aryl halides could be carried out in the presence of potassium tert-butoxide and dimethyl sulfoxide under visible-light irradiation. Ir(ppy)3 was found to be an effective photoredox catalyst for this reaction. The reactions of aryl iodides occurred at room temperature. Elevated temperature was required for aryl bromides. Homolytic aromatic substitution was proposed to be the operative reaction pathway.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol400946k