Highly efficient povidone-phosphotungstic acid catalyst for the tandem acetalization of aldehydes to bis- and tris(indolyl)methanes

TitleHighly efficient povidone-phosphotungstic acid catalyst for the tandem acetalization of aldehydes to bis- and tris(indolyl)methanes
Publication TypeJournal Article
Year of Publication2013
AuthorsKamble, SB, Swami, RK, Sakate, SS, Rode, CV
JournalChemPlusChem
Volume78
Issue11
Pagination1393-1399
Date PublishedNOV
ISSN2192-6506
Keywordsacetals, Acidity, aldehydes, heterogeneous catalysis, heteropoly acids
Abstract

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.

DOI10.1002/cplu.201300248
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.242

Divison category: 
Chemical Engineering & Process Development