Total Syntheses of Arcyriaflavin A and Calothrixin B Using 2,2′-Bisindole-3-acetic Acid Derivative as a Common Intermediate

Sungjong Lee, Kyung Hee Kim, Cheol Hong Cheon

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

A new protocol for the synthesis of 2,2′-bisindole-3-acetic acid derivatives from aldimines derived from 2-aminocinnamic acid derivatives and indole-2-carboxaldehyde was developed via a cyanide-catalyzed imino-Stetter reaction. With this protocol, the divergent total syntheses of arcyriaflavin A, a representative indolocarbazole natural product, and calothrixin B, a representative indolo[3,2-j]phenanthridine natural product, were completed using a 2,2′-bisindole-3-acetic acid derivative as the common intermediate.

Original languageEnglish
Pages (from-to)2785-2788
Number of pages4
JournalOrganic Letters
Volume19
Issue number11
DOIs
Publication statusPublished - 2017 Jun 2

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Korean Government (NRF-20100020209 and NRF-2015R1D1A1A01057200). C.-H.C. also acknowledges financial support from an NRF grant funded by the Korean Government (NRF-2014-011165 Center for New Directions in Organic Synthesis).

Publisher Copyright:
© 2017 American Chemical Society.

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Total Syntheses of Arcyriaflavin A and Calothrixin B Using 2,2′-Bisindole-3-acetic Acid Derivative as a Common Intermediate'. Together they form a unique fingerprint.

Cite this