Pyridinium N-2´-pyridylaminide: synthesis of 3-aryl-2-aminopyridines through an intramolecular radical process

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Authors
Sánchez Muñoz, AránzazuUniversity of Alcalá Author; Núñez Ventura, AraceliUniversity of Alcalá Author; Álvarez-Builla Gómez, JulioUniversity of Alcalá Author; Burgos García, CarolinaUniversity of Alcalá Author
Identifiers
Permanent link (URI): http://hdl.handle.net/10017/4190
DOI: 10.1016/j.tet.2004.09.099
ISSN: 0040-4020
Publisher
Elsevier
Date
2004
Academic Departments
Universidad de Alcalá. Departamento de Química Orgánica
Teaching unit
Unidad docente Química Orgánica
Funders
Ministerio de Ciencia y Tecnología
Bibliographic citation
Tetrahedron, 2004, v. 60, n. 51, p. 11843-11850
Keywords
Arylation
Biaryls
Ipso-substitution mechanism
Radicals and radical reaction
Tris(trimethylsilyl)silane
Project
info:eu-repo/grantAgreement/MICYT//BQU2001-1508/ES/Quimiodiversidad: nuevos métodos de síntesis en paralelo para la obtención de muestrotecas productos de interés biológico
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Publisher's version
http://dx.doi.org/10.1016/j.tet.2004.09.099
Rights
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Access rights
info:eu-repo/semantics/openAccess
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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