Chemistry Letters

SYNTHESES OF 4-ALKYLINDOLES FROM 2-METHYL-5-NITROISOQUINOLINIUM IODIDE

M Somei, Y Karasawa, C Kaneko

Index: Somei, Masanori; Karasawa, Yoshio; Kaneko, Chikara Chemistry Letters, 1980 , p. 813 - 816

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Citation Number: 15

Abstract

4-[N-Acetyl-N-methyl] aminomethylindole was prepared economically on a large scale from 2-methyl-5-nitroisoquinolinium iodide. Subsequent alkaline hydrolysis afforded 4- methyiaminomethylindole. Starting from these two compounds, various 3, 4-di-and 4- substituted indoles were prepared including 4-formylindole, 4-[N, N-disubstituted] aminomethylindoles, 4-alkylindoles, and benz [cd] indoles. A novel nucleophilic ...