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Note | Regular issue | Vol 63, No. 11, 2004, pp.2597-2604
Published online, 7th September, 2004
DOI: 10.3987/COM-04-10186
m-Chloroperbenzoic Acid Oxidation of Corynanthe-Type Indole Alkaloid, Mitragynine, Afforded Unusual Dimerization Products

Hayato Ishikawa, Mariko Kitajima, and Hiromitsu Takayama*

*Graduate School of Pharmaceutical Science, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

The m-chloroperbenzoic acid oxidation of a Corynanthe-type indole alkaloid, mitragynine (1), in the presence of trifluoroacetic acid produced unusual dimeric compounds (3 and 4), both of which had a linkage between the C-7 and C-12’ positions in the indole part of the starting material.