A Concise Synthesis of Topsentin A
and Nortopsentins B and D

Miyake, Fumiko Y.; Yakushijin, Kenichi; Horne, David A.

doi:10.1021/ol000124g.s001

A Concise Synthesis of Topsentin A and Nortopsentins B and D

journal contribution

posted on 2000-06-17, 00:00 authored by Fumiko Y. Miyake, Kenichi Yakushijin, David A. Horne

A concise synthesis of topsentin A (R¹ = R² = H) and nortopsentins B (R¹ = Br, R² = H) and D (R¹ = R² = H) is described from oxotryptamine 5 via reduction of acyl cyanide 4. Regiospecific bromination of 3-cyanoindole afforded 6-bromo-3-cyanoindole (10) as the major product.