Journal
TETRAHEDRON LETTERS
Volume 50, Issue 16, Pages 1791-1794Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.01.143
Keywords
beta-Carbolines; Microwave irradiation; Montmorillonite K-10; Solid acid/metal bifunctional catalysis; Aromatization; Pictet-Spengler cyclization
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Funding
- Alzheimer's Association
- NIH/NIA
- ACS-PRF
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A rapid, microwave-assisted synthesis of beta-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 beta-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 beta-carbolines in short reaction times and in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.
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