N-Alkyl-α-oxo-anilides undergo acid-catalysed cyclization at 25 °C to give the corresponding 1,3-dialkyl-1,3-dihydro-3-hydroxyindol-2-ones in high yields. The same anilides give 1,3-dialkyl-3-chloro-1,3-dihydroindol-2-ones, when treated with concentrated hydrochloric acid at 80°C. Reduction of the hydroxyindolones yields 1,3-dialkylindoles.
H. Aoyama, Y. Omote, T. Hasegawa and H. Shiraishi, J. Chem. Soc., Perkin Trans. 1, 1976, 1556 DOI: 10.1039/P19760001556
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