Palladium-Catalyzed Alkylation-Alkenylation Reactions: Rapid Access to Tricyclic Mescaline Analogues
Synlett October 25, 2006 DOI: 10.1055/s-2006-941583 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Methodology paper Peer reviewed |
|---|---|
| Topics | Mescaline |
| Keywords | Aryl Tricyclic Palladium Norbornene Alkylation Iodide Catalysis Organic chemistry Medicinal chemistry Catalytic cross-coupling reactions |
| Citations | 10 |
| Key points | A norbornene-mediated palladium-catalyzed cascade forms two alkyl-aryl and one alkenyl-aryl bond in one pot, enabling synthesis of tricyclic heterocycles and a mescaline analogue. |
Abstract
A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot. A variety of symmetrical and unsymmetrical tricyclic heterocycles were synthesized in good yields from a Heck acceptor and an aryl iodide containing two tethered alkyl bromides. This methodology was applied to the synthesis of a tricyclic mescaline analogue.