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

Jiye Jeon, Hyung Joo Kim, Cheol Hong Cheon

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

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
Volume85
Issue number12
DOIs
Publication statusPublished - 2020 Jun 19

ASJC Scopus subject areas

  • Organic Chemistry

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