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Selected Works of Abid Shaikh
Article
A Direct Synthesis of β-Carbolines via a Three Step One-Pot Domino Approach with a Bifunctional Pd/C/K-10
Tetrahedron Letters (2009)
  • Aditya Kulkarni, University of Massachusetts
  • Abid Shaikh, Georgia Southern University
  • Béla Török
  • Xudong Huang, Harvard Medical School
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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.
Keywords
  • β-Carbolines,
  • Microwave irradiation,
  • Montmorillonite K-10,
  • Solid acid/metal bifunctional catalysis,
  • Aromatization,
  • Pictet–Spengler cyclization
Disciplines
Publication Date
2009
Citation Information
Aditya Kulkarni, Abid Shaikh, Béla Török and Xudong Huang. "A Direct Synthesis of β-Carbolines via a Three Step One-Pot Domino Approach with a Bifunctional Pd/C/K-10" Tetrahedron Letters Vol. 50 Iss. 16 (2009)
Available at: http://works.bepress.com/abid_shaikh/8/