Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/26896

TitleN1- and C6-substituted adenines : a regioselective and efficient synthesis
Author(s)Senhorães, Nádia
Costa, A. Luísa
Silva, Deolinda
Proença, M. Fernanda R. P.
Dias, Alice
KeywordsAdenine
Imidazole
Regioselective
Carboxamidines
Purine
Issue date26-Sep-2013
PublisherElsevier
JournalTetrahedron
Abstract(s)New and efficient methods for the synthesis of N1-substituted and C6-substitued adenines were developed from the easily accessible 5-aminoimidazole-4-carboxamidines. Condensation of these compounds with triethyl orthoformate led to the selective synthesis of the N1-substituted adenines. Regioselective preparation of C6-substituted adenines could be accomplished when the same precursors were combined with dimethylformamide diethyl acetal. These C6-substituted adenines could also be obtained from the N1-substituted adenines by Dimroth rearrangement in the presence of dimethyl amine.
TypeArticle
URIhttp://hdl.handle.net/1822/26896
DOI10.1016/j.tet.2013.09.063
ISSN0040-4020
Peer-Reviewedyes
AccessRestricted access (UMinho)
Appears in Collections:CDQuim - Artigos (Papers)

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