Abstract Utilizing polymer-bound anthranilic acid derivatives, we were able to obtain 4- hydroxyquinolin-2 (1H)-ones in 50-99% five-or six-step overall yields and 65-95% purities through the adaptation of a Dieckmann-type condensation reaction to a CC bond-forming cyclative cleavage step. The reactions on solid phase were monitored by on-bead ATR-FTIR spectroscopic methods, colorimetric tests, and/or cleavage experiments.