Organic Letters
Organic Letters
5 years ago

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

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
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00687

DOI: 10.1021/acs.orglett.7b00687

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