Pyridinium N-2′-pyridylaminide: synthesis of 3-aryl-2-aminopyridines through an intramolecular radical process |
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| Authors: | Aránzazu Sánchez |
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| Institution: | Departamento de Química Orgánica, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain |
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| Abstract: | Tris(trimethylsilyl)silane (TTMSS) and azobisisobutironitrile (AIBN) promote the intramolecular heteroarylation of arenesulfonamides with pyridyl radicals under thermal conditions. The arenesulfonamides are easily prepared from pyridinium N-2′-pyridylaminide. The heteroarylation process involves pyridyl radical cyclization and ipso substitution. |
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| Keywords: | Arylation Biaryls Ipso-substitution mechanism Radicals and radical reaction Tris(trimethylsilyl)silane |
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