A Direct Synthesis of β-Carbolines via a Three Step One-Pot Domino Approach with a Bifunctional Pd/C/K-10

Aditya Kulkarni, Abid Shaikh, Béla Török, Xudong Huang

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61 Scopus citations

Abstract

A rapid, microwave-assisted synthesis of β-carbolines via a successive condensation/cyclization/dehydrogenation approach is described. This methodology involves the coupling of various tryptamines with aromatic aldehydes/glyoxals. The product imine undergoes a Pictet–Spengler cyclization followed by a final dehydrogenation to yield β-carbolines in a three-step domino reaction. The use of the bifunctional catalyst Pd/C/K-10 combined with microwave irradiation enabled the synthesis of β-carbolines in short reaction times and in good to excellent yields.
Original languageAmerican English
JournalTetrahedron Letters
Volume50
StatePublished - 2009

Disciplines

  • Chemistry

Keywords

  • Aromatization
  • Microwave irradiation
  • Montmorillonite K-10
  • Pictet–Spengler cyclization
  • Solid acid/metal bifunctional catalysis
  • β-Carbolines

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