Dehydrative Mannich-Type Reaction for the Synthesis of Azepinobisindole Alkaloid Iheyamine A

Takumi Abe, Koji Yamada

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

A concise synthesis of the azepinobisindole alkaloid iheyamine A from an indole-2,3-epoxide equivalent has been achieved. This method features a formal C3 electrophilic reaction of an indole-2,3-epoxide equivalent with tryptamine to form a 3-aminoindoline and a novel In-catalyzed dehydrative Mannich-type reaction of the hemiaminal to give the azepinobisindole core.

Original languageEnglish
Pages (from-to)1469-1472
Number of pages4
JournalOrganic Letters
Volume20
Issue number5
DOIs
Publication statusPublished - Mar 2 2018
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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