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 language | American English |
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Journal | Tetrahedron Letters |
Volume | 50 |
State | Published - 2009 |
Disciplines
- Chemistry
Keywords
- Aromatization
- Microwave irradiation
- Montmorillonite K-10
- Pictet–Spengler cyclization
- Solid acid/metal bifunctional catalysis
- β-Carbolines