A new route to furo[2,3-b]quinolines has been developed based on the use of N-arylaconamides as starting materials. These anilides when heated with polyphosphoric acid, readily underwent intramolecular cyclization to furnish the respective 1,2-dihydro-2-oxo-quinoline-3-acetic acids which were then transformed into the corresponding dihydrofuro[2,3-b]quinolines by literature procedures. Sequential treatment of the dihydro compound withNBS andDBU afforded the corresponding furo[2,3-b]quinoline. The NMR spectra of the furoquinolines are discussed.
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Shanmugam, P., Thiruvengadam, T.K. & Ramasamy, K. Synthese von Furo [2,3-b]chinolinen. Monatshefte für Chemie 108, 725–733 (1977). https://doi.org/10.1007/BF00912817