Pd-catalysed amidation of 2,6-dihalopurine nucleosides. Replacement of iodine at 0 ºC

Bosch Hereu, Lluís; Cialîcu, Ionela; Caner, Joaquim; Ariza Piquer, Xavier; Costa i Arnau, Anna M.; Terrazas Martínez, Montserrat; Vilarrasa i Llorens, Jaume

Pd-catalysed amidation of 2,6-dihalopurine nucleosides. Replacement of iodine at 0 ºC

dc.contributor.author	Bosch Hereu, Lluís
dc.contributor.author	Cialîcu, Ionela
dc.contributor.author	Caner, Joaquim
dc.contributor.author	Ariza Piquer, Xavier
dc.contributor.author	Costa i Arnau, Anna M.
dc.contributor.author	Terrazas Martínez, Montserrat
dc.contributor.author	Vilarrasa i Llorens, Jaume
dc.date.accessioned	2014-04-03T08:45:22Z
dc.date.available	2014-04-03T08:45:22Z
dc.date.issued	2012-03-14
dc.date.updated	2014-04-03T08:45:22Z
dc.description.abstract	Pd-catalysed reactions of 2-Cl, 2-Br and 2-I derivatives of a 6-chloropurine nucleoside with benzamide have been compared, using Pd2dba3, Xantphos and Cs2CO3 in toluene, between 20 and 80 °C. The reactivity order was 2-I > 2-Br > 6-Cl ≫ 2-Cl. The 2-I substituent could be replaced even at 0 °C, under conditions disclosed here for the first time. On the other hand, the replacement of the chlorine atom at position 2 (2-Cl) required 110 °C.
dc.format.extent	5 p.
dc.format.mimetype	application/pdf
dc.identifier.idgrec	605786
dc.identifier.issn	0040-4039
dc.identifier.uri	https://hdl.handle.net/2445/53208
dc.language.iso	eng
dc.publisher	Elsevier Ltd
dc.relation.isformatof	Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.tetlet.2012.01.012
dc.relation.ispartof	Tetrahedron Letters, 2012, vol. 53, num. 11, p. 1358-1362
dc.relation.uri	http://dx.doi.org/10.1016/j.tetlet.2012.01.012
dc.rights	(c) Elsevier Ltd, 2012
dc.rights.accessRights	info:eu-repo/semantics/openAccess
dc.source	Articles publicats en revistes (Química Inorgànica i Orgànica)
dc.subject.classification	Àcids nucleics
dc.subject.classification	Compostos heterocíclics
dc.subject.classification	Citotoxicitat per mediació cel·lular
dc.subject.classification	Nucleòsids
dc.subject.classification	Medicaments antineoplàstics
dc.subject.other	Nucleic acids
dc.subject.other	Heterocyclic compounds
dc.subject.other	Cell-mediated cytotoxicity
dc.subject.other	Nucleosides
dc.subject.other	Antineoplastic agents
dc.title	Pd-catalysed amidation of 2,6-dihalopurine nucleosides. Replacement of iodine at 0 ºC
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/acceptedVersion

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