engleski

Synthesis of 5-alkylindole-3-acetic acids for use as plant hormone analogues

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 % HCl, 85 % orthophosphoric acid, and pyridine (3:4:1, v/v/v) at 115 º ; ; C (reflux temperature). 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 by electronic effects.

auxin ; indole-3-acetic acid ; IAA ; alkylindole-3-acetic acid ; chemical synthesis ; substituent effect

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