Unexpected N-C bond fission of fused N-alkylbenzimidazolium salts. A new approach to pyrido[1,2-a]- or pyridazino[1,6-a]benzimidazoles

Authors
Siro Herrero, Jorge G.; Pastor Fernández, Joaquín; Vaquero López, Juan J.; García Navío, José LuisUniversity of Alcalá Author; Álvarez-Builla Gómez, JulioUniversity of Alcalá Author
Identifiers
Permanent link (URI): http://hdl.handle.net/10017/3476
DOI: 10.1016/S0040-4020(97)10407-0
ISSN: 0040-4020
Publisher
Pergamon
Date
1998
Affiliation
Universidad de Alcalá. Departamento de Química Orgánica
Funders
Universidad de Alcalá
Bibliographic citation
Tetrahedron, 1988, v.54, n.9, p.1929-1936
Keywords
Dealkylation
Project
SAF 94-0280 (Comisión Interministerial de Ciencia y Tecnología-CICYT)
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Publisher's version
http://www.dx.doi.org/10.1016/S0040-4020(97)10407-0
Rights
© Elsevier, 1998
Access rights
info:eu-repo/semantics/openAccess
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Abstract
The reaction of N-carboxymethylpyrido[1,2-a]- and pyridazino[1,6-a]benzimidazolium salts with thionyl chloride resulted in an N-C bond fission, yielding the corresponding pyrido[1,2-a]- and pyridazino[1,6-a]benzimidazoles. A similar dealkylation process was observed when analogous N-propargylic derivatives were treated with Cu (II) acetate.
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