Synthesis of Tricyclic Heterocycles via a Tandem Aryl Alkylation/Heck Coupling Sequence
The Journal of Organic Chemistry December 29, 2006 Dino Alberico, Alena Rudolph, Mark Lautens 60 citations
A palladium-catalyzed reaction, accelerated by microwave heating, forms two alkyl-aryl bonds and one alkenyl-aryl bond in a single vessel. This method produces a range of symmetrical and unsymmetrical tricyclic heterocycles containing oxygen, nitrogen, silicon, or sulfur atoms, starting from a Heck acceptor and an aryl iodide with two attached alkyl halides. The approach was used to synthesize a tricyclic analogue of mescaline.