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Title: Pd-catalysed amidation of 2,6-dihalopurine nucleosides. Replacement of iodine at 0 ºC
Author: Bosch Hereu, Lluís
Cialîcu, Ionela
Caner, Joaquim
Ariza Piquer, Xavier
Costa i Arnau, Anna M.
Terrazas Martínez, Montserrat
Vilarrasa i Llorens, Jaume
Keywords: Àcids nucleics
Compostos heterocíclics
Citotoxicitat per mediació cel·lular
Medicaments antineoplàstics
Nucleic acids
Heterocyclic compounds
Cell-mediated cytotoxicity
Antineoplastic agents
Issue Date: 14-Mar-2012
Publisher: Elsevier Ltd
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.
Note: Versió postprint del document publicat a:
It is part of: Tetrahedron Letters, 2012, vol. 53, num. 11, p. 1358-1362
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ISSN: 0040-4039
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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