ol702864y_si_003.cif (26.37 kB)
Efficient Post-Macrocyclization Functionalizations of Oxacalix[2]arene[2]pyrimidines
dataset
posted on 2008-02-21, 00:00 authored by Wim Van Rossom, Wouter Maes, Lingam Kishore, Margriet Ovaere, Luc Van Meervelt, Wim DehaenDiversely functionalized oxacalix[2]arene[2]pyrimidines have been synthesized starting from a bis(methylsulfanyl)-substituted oxacalix[4]arene
by two efficient post-macrocyclization pathways. Functionalized aryl groups were introduced on the pyrimidine building block via Liebeskind−Srogl cross-coupling reactions, while a variety of O-, S-, N-, and C-nucleophiles were inserted on the calixarene skeleton by nucleophilic
aromatic substitution reactions on the bis(methylsulfonyl)oxacalix[4]arene analogue.