Total Synthesis of Iheyamine A via the Cyanide-Catalyzed Imino-Stetter Reaction

Jiye Jeon, Hyung Joo Kim, Cheol Hong Cheon

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16 Citations (Scopus)


The total synthesis of iheyamine A from readily available ethyl 2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde is described. The cyanide-catalyzed imino-Stetter reaction of an aldimine derived from ethyl 2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde provided the desired unsymmetrical 2,2′-bisindole-3-acetic acid derivative. The subsequent introduction of an amino group at the C-3′ position, followed by the formation of the azepine ring, completed the total synthesis of iheyamine A.

Original languageEnglish
Pages (from-to)8149-8156
Number of pages8
JournalJournal of Organic Chemistry
Issue number12
Publication statusPublished - 2020 Jun 19

Bibliographical note

Publisher Copyright:
Copyright © 2020 American Chemical Society.

ASJC Scopus subject areas

  • Organic Chemistry


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