Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Notes
Synthesis and Antinematodal Activity of 3-n-Alkylphenols
Kazuto TAKAISHI, Yohannes ALEN, Kazuyoshi KAWAZU, Naomichi BABA, Shuhei NAKAJIMA
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2004 年 68 巻 11 号 p. 2398-2400

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Several 3-alkylphenols including 3-undecylphenol, which was isolated from a Sumatran rainforest plant, were synthesized to investigate their antinematodal activity against the phytopathogenic nematodes, Bursapherencus xylophilus. A three-step synthesis involving the treatment of 2-cyclohexen-1-one with the Grignard reagent, oxidation of the resulting 1-alkyl-2-cyclohexen-1-ol and subsequent aromatization of 3-alkyl-2-cyclohexen-1-one successfully afforded such phenols. Among the 3-alkylphenols, 3-nonylphenol showed the highest activity, while 3-decylphenol and 3-undecylphenol also showed high activity.
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© 2004 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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