Journal of Oleo Science 2008-01-01

Synthesis and physiological activity of thiophenes and furans with 3- and 4-methoxyacetophenone derivatives.

Shinya Tachibana, Takashi Gotou, Masato Nomura

Index: J. Oleo Sci. 57(2) , 107-13, (2008)

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Abstract

The synthesis and physiological activity of thiophenes and furans with methoxyacetophenone derivatives were examined. 3-Methoxyacetophenone (1) and 4-methoxyacetophenone (2) were converted, respectively, to the oximes (3) and (4) by oximation with hydroxylamine hydrochloride, and to the primary amines (5) and (6) by reduction with LiAlH(4). The primary amine derivatives were further converted into the thiophene and furan compounds (5a) approximately (5h) and (6a) approximately (6h), respectively. Bioassay of these compounds (5a) approximately (5h) and (6a) approximately (6h) on the germination of lettuce(Lactuca satiba) seeds showed that compound (5b) exhibits growthpromoting activity.