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Synfacts 2006(8): 0853-0853
DOI: 10.1055/s-2006-941987
DOI: 10.1055/s-2006-941987
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Silica Gel Supported TaBr5 Catalyst
N. Ahmed, J. E. van Lier*
Université de Sherbrooke, Canada
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941987-1.jpg)
Significance
Silica gel supported TaBr5 was developed as a new solid-support catalyst. A wide range of substituted 2′-aminochalcones 1 (12 varieties) adsorbed on silica gel supported TaBr5 were reacted to give the corresponding 2-aryl-2,3-dihydroquinoline-4(1H)-ones 2 in 70-92% yield under solvent-free conditions. In this silica gel supported cyclization reaction, TaBr5 served as a Lewis acid catalyst. The reaction did not take place in the presence of silica gel alone, while the solution-phase reaction with TaBr5 in the absence of silica gel gave the dihydroquinoline products (30-40%), even after prolonged reaction times.