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.
Bibliographical noteFunding 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).
© 2017 American Chemical Society.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry