Abstract Triazolo [6, 7-d] phthalide has been synthesized in a seven step sequence from phthalide in 24% overall yield, and triazolo [6, 7-d] dihydrocoumarin has been prepared in nine steps from dihydrocoumarin in 20% overall yield. The 1 H and 13 C nmr spectra and the tautomeric equilibria of the final compounds and intermediates are discussed.