Selective synthesis of functionalized thia- and oxacalix[2]arene[2]pyrimidines.
Functionalized oxacalix[m]arene[n]pyrimidines have been synthesized by S(N)Ar on 4,6-dihalopyrimidine building blocks. Depending on the S(N)Ar conditions, either a mixture of oxacalix[n]arenes, ranging from oxacalix[4]- up to oxacalix[12]arene, could be prepared or the oxacalix[4]arene could be synthesized selectively in a high yield. The electrophilic (pyrimidine) and the nucleophilic components could both be varied, allowing the preparation of functionalized oxacalix[4]arenes. Moreover, the procedure also gives access to the analogous thiacalix[4]arenes.
Maes
Wouter
W
Molecular Design and Synthesis and Biomolecular Architecture, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, B-3001 Leuven, Belgium.
Van Rossom
Wim
W
Van Hecke
Kristof
K
Van Meervelt
Luc
L
Dehaen
Wim
W