Details

Autor(en) / Beteiligte

• Oss, Giulia
• de Vos, Sander D
• Luc, Kevin N. H
• Harper, Jason B
• Nguyen, Thanh V

Titel

Tropylium-Promoted Oxidative Functionalization of Tetrahydroisoquinolines

Ist Teil von

• Journal of organic chemistry, 2018-01, Vol.83 (2), p.1000-1010

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2018

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Structural modification of the tetrahydroisoquinoline (THIQ) framework is of significant interest to organic chemists due to its central role in heterocyclic and medicinal chemistry. Here we demonstrate an efficient metal-free method for the oxidative functionalization of THIQs at the C1 position, which is amenable to a diverse range of C–C coupling reactions. These reactions proceed through a hydride abstraction involving the tropylium ion followed by quenching the generated iminium intermediates with nucleophiles to afford THIQ derivatives with excellent efficiencies and interesting selectivities.