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Paper | Regular issue | Vol 57, No. 9, 2002, pp.1627-1634
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9533
Synthesis of Analogs of Wasabi Phytoalexin (Methyl 1-Methoxyindole-3-carboxylate)

Koji Yamada, Yukiko Kanbayashi, Saori Tomioka, and Masanori Somei*

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan


Syntheses of wasabi phytoalexin analogs, such as 6-bromo-5-iodo, 2-bromo-5-iodo, 6-nitro, 5-chloroacetyl, and 6-chloroacetyl congeners, are reported. An interesting effect of the 1-methoxy group on the regioselectivity of electrophilic substitution reactions on indole nucleus is observed.