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Synthesis of indole-4-carboxaldehydes and 4-acetylindole from N-alkyl-5-aminoisoquinolinium salts

✍ Scribed by Joseph M. Muchowski

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
404 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

N‐Alkyl‐5‐aminoisoquinolinium salts (8a‐d) are converted into indole‐4‐carboxaldehydes (1a‐c) on heating in a two phase alkyl acetate‐water system containing an excess of a 2:1 sodium bisulfite‐sodium sulfite mixture. 4‐Acetylindole 1e is prepared in the same way from 1‐methyl‐2‐cyanomethylisoquinolinium bromide 8f.

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