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The selective monocyanomethylation of p-R-thiacalix  arenes (R = H, tert-Bu) with chloroacetonitrile in the presence of Na 2 CO 3 in DMF is described. Monocyanomethylated p-tertbutylthiacalixarene has been synthetically exploited in the Ritter reaction with 1-adamantanol for the transformation to the corresponding amide. A thiacalixarene having mixed amide and ester functionalities at the lower rim was synthesized by alkylation ofdoi:10.3998/ark.5550190.0009.404 fatcat:3osg3xtxbzhc3p3wfbz3b23lye