Abstract: 3-Aryl-2H-2-chromenehydrazones react with isothiocyanates to form 3-aryl-2H-2-chromene thiosemicarbazones, which exist in tautomeric equilibrium in DMSO-d6 solution. 3-R’-2-(3-aryl-2?-2-chromenylideneazo)-4-thiazolidinones were obtained by cyclocondensation of 3-aryl-2H-2-chromene thiosemicarbazones with ester of bromoacetic acid in the presence of sodium acetate. 1-(2H-2-Oxochromen-6-yl)-4-phenyl thiosemicarbazide was obtained in the same manner from 2H-2-oxochromen-6-yl hydrazine. The interaction of C-4-nitrophenyl-N-3-nitrophenylnitron with 1-(2-oxo-2H-1-benzopyran-6-yl)-1H-pyrrole-2,5-dione leads to [3+2] cycloaddition products as mixture of stereoisomers.