Three-step synthesis of an annulated β-carboline via palladium catalysisTetrahedron Letters (2013)
The synthesis of β-carbolines is a mature field, yet new methods are desirable to introduce new functionality onto the core scaffold. We describe the incorporation of an additional fused ring onto the β-carboline via a novel palladium-catalyzed, one-pot Sonogashira coupling/intramolecular [2+2+2] cyclization. This method generates three rings in one flask and produces an annulated β-carboline in 80% yield. A preliminary mechanistic study into the sequence of events is described, which confirms an unprecedented catalytic role for palladium.
Publication DateNovember 27, 2013
Citation InformationSeann P. Mulcahy and Jonathan G. Verelas. "Three-step synthesis of an annulated β-carboline via palladium catalysis" Tetrahedron Letters Vol. 54 Iss. 48 (2013)
Available at: http://works.bepress.com/seann_mulcahy/10/