Pyridinium N-2´-pyridylaminide: synthesis of 3-aryl-2-aminopyridines through an intramolecular radical process
Authors
Sánchez Muñoz, AránzazuIdentifiers
Permanent link (URI): http://hdl.handle.net/10017/4190DOI: 10.1016/j.tet.2004.09.099
ISSN: 0040-4020
Publisher
Elsevier
Date
2004Funders
Financial support by the Comisión Interministerial de
Ciencia y Tecnología (CICYT, project BQU2001-1508)
and two grants, by the Universidad de Alcalá (A. S.) and
by Ministerio de Educación y Ciencia (Spain) (A. N.) are
gratefully acknowledged.
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
BQU2001-1508 (Comisión Interministerial de Ciencia y Tecnología-CICYT)
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Publisher's version
http://dx.doi.org/10.1016/j.tet.2004.09.099Rights
(c) Elsevier, 2004
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.
Collections
- QUIMORG - Artículos [116]