Treatment of 1,3-bistriflate esters of thiacalix- (6a) and calixarenes 6b with benzylamine in the presence of CuI and K3PO4 results in the displacement of a TfO moiety with a benzylamino group, which provides an easy access to monoaminothiacalixarene 4a and its methylene-bridged counterpart 4b. On the other hand, the reaction of 6a in the absence of benzylamine leads to intramolecular dietherification, giving 4,4′:6,6′-diepithiobis(phenoxathiine) 7a.
- Intramolecularly-bridged calixarene
- Ullmann coupling reaction
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry