Attempts to monoalkylate 1-methylindol-2(3H)-one at the 3-position by preforming the enolate anion were usually accompanied by dialkylation. 3,3-Dialkylation was accomplished in excellent yield by using 4 mol. equiv. of halide and sodium hydride. A number of 3-alkyl- and 3,3-dialkyl-1-methylindol-2(3H)-ones have been prepared; methods of separation and spectral characteristics are reported.
R. W. Daisley and J. Walker, J. Chem. Soc. C, 1971, 1375 DOI: 10.1039/J39710001375
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