• Title of article

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

  • Author/Authors

    Bosch، نويسنده , , Lluيs and Cialîcu، نويسنده , , Ionela and Caner، نويسنده , , Joaquim and Ariza، نويسنده , , Xavier Pérez Costa، نويسنده , , Anna M. and Terrazas، نويسنده , , Montserrat and Vilarrasa، نويسنده , , Jaume، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2012
  • Pages
    5
  • From page
    1358
  • To page
    1362
  • 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.
  • Keywords
    Pd insertions at 0  , 2 , °C , 6-Diaminopurine derivatives , C–N bond formation
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2012
  • Journal title
    Tetrahedron Letters
  • Record number

    1880261