Preparation of 7-Halo-indoles by Thallation of N-Formylindoline and Their Attempted Use for Synthesis of the Right-Hand Segment of Chloropeptin

Yaeko Yamada; Shiho Arima; Chiharu Okada; Ai Akiba; Toshitsugu Kai; Yoshihiro Harigaya

doi:10.1248/cpb.54.788

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Preparation of 7-Halo-indoles by Thallation of N-Formylindoline and Their Attempted Use for Synthesis of the Right-Hand Segment of Chloropeptin

Yaeko Yamada, Shiho Arima, Chiharu Okada, Ai Akiba, Toshitsugu Kai, Yoshihiro Harigaya

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Keywords: 7-substituted indole, thallation, formyl group, tripeptide

JOURNAL FREE ACCESS

2006 Volume 54 Issue 6 Pages 788-794

DOI https://doi.org/10.1248/cpb.54.788

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Abstract

7-Substituted (Cl, Br, I) indoles were synthesized by using thallation of N-formylindoline as a key reaction. Two precursor tripeptides for the right-hand segment of chloropeptin were synthesized by using (R)-7′-iodo and 7′-bromotryptophans derived from each 7-substituted indole (I, Br) obtained by the above procedure.

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