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Issue 16, 2000
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Coupling reactions of indole-3-acetic acid derivatives. Synthesis of arcyriaflavin A

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Abstract

The bisindolesuccinic acid methyl ester 10 was obtained by an iodine-promoted coupling of the dianion 9. The diester was converted to the N-benzylimide 12, which was oxidatively cyclized to the indolo[2,3-a]pyrrolo[3,4-c]carbazole 15. The diester 10 could be directly transformed to the known indolocarbazole diester 27via acid-induced intramolecular cyclization in TFA. The same methodology gave arcyriaflavin A 4 from the succinimide 18b.

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Publication details

The article was received on 19 May 2000, accepted on 09 Jun 2000 and first published on 28 Jul 2000


Article type: Paper
DOI: 10.1039/B004029K
Citation: J. Chem. Soc., Perkin Trans. 1, 2000,0, 2609-2614
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    Coupling reactions of indole-3-acetic acid derivatives. Synthesis of arcyriaflavin A

    J. Bergman, E. Koch and B. Pelcman, J. Chem. Soc., Perkin Trans. 1, 2000, 0, 2609
    DOI: 10.1039/B004029K

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