Reaction of tetrakis-(azidosulfonyl)calix[4]arenes with 2-cyanoacetamides afforded the product of the Dimroth rearrangement, namely tetrakis-(1,2,3-triazole-5-aminosulfonyl) calix[4]arenes. The complexation of the 1,2,3-triazolesulfonamide calixarene hybrids with anions was studied by NMR titration, and association constants were determined.