Original scientific paper

Synthesis of 5-Alkylindole-3-acetic Acids for Use as Plant Hormone Analogues

Nebojša Ilić ; Ruder Bošković Institute, P.O. Box 1016, YU-41001 Zagreb, Croatia, Yugoslavia
Branimir Klaić ; Ruder Bošković Institute, P.O. Box 1016, YU-41001 Zagreb, Croatia, Yugoslavia
Volker Magnus ; Ruder Bošković Institute, P.O. Box 1016, YU-41001 Zagreb, Croatia, Yugoslavia
Dražen Vikić-Topić ; Ruder Bošković Institute, P.O. Box 1016, YU-41001 Zagreb, Croatia, Yugoslavia
Eszter Gacs-Baitz ; Central Research Institute for Chemistry of the Hungarian Academy of Sciences, P.O. Box 17, H-1525 Budapest, p.f, Hungary

Abstract

5-n-Alkyl derivatives (9-12) of the plant hormone indole-3-acetic acid were prepared by treating 2-(4-alkylphenyl)-hydrazono-4-cyanobutyric acid ethyl esters (1-4) with a mixture of 35% HC1, 85% H3PO4, and pyridine (3:4:1, v/v/v) at 115°C. The corresponding acetonitriles (5-8) were isolated as intermediates and characterized. Spectroscopic evidence indicates that compounds 9-12 are suitable for investigating steric substituent effects on hormonal activity without major interference of electronic effects.

Keywords

Hrčak ID:

137374

URI

https://hrcak.srce.hr/137374

Publication date:

30.6.1991.

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