24224-28-0Relevant articles and documents
Transition Metal Diene Complexes on Organic Synthesis. Part-17. Studies directed towards the Iron-mediated Synthesis of 2-Oxygenated Carbazole Alkaloids
Knoelker, Hans-Joachim,Bauermeister, Michael
, p. 345 - 354 (2007/10/02)
We described some studies directed towards the synthesis of 2-oxygenated carbazole alkaloids by iron-mediated oxidative coupling of 1,3-cyclohexadiene and the corresponding 3-oxygenated arylamine derivative.The process involves a consecutive formation of a carbon-carbon bond via electrophilic aromatic substitution with an iron-complexed cyclohexadienylium cation and subsequent carbon-nitrogen bond formation via oxidative cyclisation.Using this methodology a synthesis of the biogenetically important alkaloid 2-methoxy-3-methylcarbazole is described.