Efficient functionalization of quinolizinium cations with organotrifluoroborates in water

Authors
Cañeque Cobo, Tatiana; Cuadro Palacios, Ana MaríaUniversity of Alcalá Author; Álvarez-Builla Gómez, JulioUniversity of Alcalá Author; Vaquero López, Juan J.
Identifiers
Permanent link (URI): http://hdl.handle.net/10017/2678
DOI: 10.1016/j.tetlet.2009.01.040
ISSN: 0040-4039
Publisher
Elsevier
Date
2009
Affiliation
Universidad de Alcalá. Departamento de Química Orgánica
Funders
Comunidad de Madrid
Bibliographic citation
Tetrahedron Letters, 2009, v.50 n.13, p.1419-1422
Keywords
Quinolizinium
Efficient functionalization
Organotrifluoroborates
Water
Project
CTQ2005/011060/BQU (Ministerio de Educación y Ciencia)
CCG-UAH/SAL-0660 (Universidad de Alcalá)
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Publisher's version
http://dx.doi.org/10.1016/j.tetlet.2009.01.040
Rights
© Elsevier, 2009
Access rights
info:eu-repo/semantics/openAccess
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Abstract
An efficient functionalization of the quinolizinium system is reported. The reaction of the four isomeric bromoquinolizinium salts with different organotrifluoroborates afforded alkyl-, vinyl-, aryl-, and heteroaryl quinolizinium derivatives in moderate or good yields. Reactions are carried out in water using a counterion exchange for the isolation of the cationic-coupled compounds.
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