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The synthesis of novel Cookson's birdcage-annulated thiacrowns as well as noncage oligomers with an incorporated 1,2,3-triazole moiety are described. The title compounds were pre-pared applying a click alkyne-azide cycloaddition reaction in the fi-nal macrocyclization step. Using this methodology a series of oligomers containing oxygen, nitrogen, and sulfur were prepared. The effective cycloaddition process was carried out under nonaque-ous conditions in the presence of a catalytic amount of copper(I) io-dide and N,N-diisopropylethylamine; the yields of oligomers were moderate to good. [ABSTRACT FROM AUTHOR]

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