Journal
CHEMPLUSCHEM
Volume 78, Issue 11, Pages 1393-1399Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cplu.201300248
Keywords
acetals; acidity; aldehydes; heterogeneous catalysis; heteropoly acids
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Funding
- University Grants Commission, New Delhi, India
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A novel, nonleachable hybrid of heteropoly acid and polyvinylpyrrolidone (or povidone) catalyzes the acetalization of aldehydes in methanol at room temperature followed by reaction with indole to give bis(indolyl)methanes (BIMs) and tris(indolyl)methanes (TIMs) in quantitative yields (90-97%). The catalyst was shown by pyridine FTIR spectroscopy to possess BrOnsted acidity, and the hybrid formation was confirmed by XRD and (PNMR)-P-31 studies. Friedel-Crafts alkylation of indole as well as the tandem synthesis of BIMs and TIMs were established with several types of carbonyl and indole substrates to give the corresponding products quantitatively. The catalyst was recycled efficiently for three successive runs without losing its original activity.
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