Synthetic studies of psilocin analogs having either a formyl group or bromine atom at the 5- or 7-position.
Fumio Yamada, Mayumi Tamura, Atsuko Hasegawa, Masanori Somei
Chemical & pharmaceutical bulletin January 2002 DOI: 10.1248/cpb.50.92 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Theoretical or philosophical paper Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Key points | The authors report the first preparation of psilocin analogs bearing formyl or bromine groups at the 5- or 7-position, and establish synthetic routes for various brominated indole intermediates and N,N-dimethyltryptamine derivatives. |
Abstract
Psilocin analogs having either a formyl group (9-12) or a bromine atom (13-18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (20, 31), and 4-benzyloxy-N,N-dimethyltryptamine (32, 34, 35) have also been established.