Visible-Light Photoredox in Homolytic Aromatic Substitution: Direct Arylation of Arenes with Aryl Halides
Organic Letters2013Vol. 15(11), pp. 2664–2667
Citations Over TimeTop 1% of 2013 papers
Abstract
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.
Related Papers
- → Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway(2014)172 cited
- → Homolytic aromatic substitution by phenylethynyl radicals(1970)39 cited
- → Homolytic aromatic substitutions of pentatomic heteroaromatics with electrophilic carbon radicals generated by alkyl halides and triethylborane(1993)48 cited
- → Electrophilic properties of anodically generated polynitroalkyl radicals in homolytic aromatic substitution(1988)3 cited
- → 371. Homolytic aromatic substitution. Part XVII. The phenylation of tritiobenzene(1959)2 cited