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A Regioselective Synthesis of 2-Alkylfuro[3,2-c]quinolin-4(5H)-ones

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1991

Year

Abstract

The title compounds were obtained in moderate yields by simply refluxing 1-alkyl-4-hydroxyquinolin-2(1H)-ones with a number of acetylenic halides in n-butanol in the presence of anhydrous potassium carbonate.The title Compounds were also obtained from 4-[2'-chloroprop-2-enyloxy][1]quinolin-2(1H)-ones via [3,3] sigmatropic rearrangement and cyclisation of the intermediate chloroallylic enols with aqueous ethanolic potassium hydroxide