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http://hdl.handle.net/2445/53208
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 Nucleòsids Medicaments antineoplàstics Nucleic acids Heterocyclic compounds Cell-mediated cytotoxicity Nucleosides 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: http://dx.doi.org/10.1016/j.tetlet.2012.01.012 |
It is part of: | Tetrahedron Letters, 2012, vol. 53, num. 11, p. 1358-1362 |
URI: | http://hdl.handle.net/2445/53208 |
Related resource: | http://dx.doi.org/10.1016/j.tetlet.2012.01.012 |
ISSN: | 0040-4039 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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