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Three-step synthesis of an annulated β-carboline via palladium catalysis
Tetrahedron Letters (2013)
  • Seann P. Mulcahy, Providence College
  • Jonathan G. Verelas
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 Date
November 27, 2013
Citation Information
Seann P. Mulcahy and Jonathan G. Verelas. "Three-step synthesis of an annulated β-carboline via palladium catalysis" Tetrahedron Letters Vol. 54 Iss. 48 (2013)
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