Abstract The easily obtainable title compounds ethyl 5-and 3-triflyloxy-1H-pyrazole-4- carboxylates (2 and 5) have been used as precursors in Sonogashira-type cross-coupling reactions with various alkynes to obtain the corresponding 5-and 3-alkynyl-4- (ethoxycarbonyl) pyrazoles 3 and 6. Cyclization of the latter ortho-difunctional synthons afforded different condensed pyrazoles such as pyrano [4, 3-c] pyrazol-4 (1H)-ones and-4 ...