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Synfacts 2010(2): 0248-0248
DOI: 10.1055/s-0029-1219053
DOI: 10.1055/s-0029-1219053
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Sulfonated Mesoporous Benzene-Silica as an Acid Catalyst
A. Karam, J. C. Alonso, T. I. Gerganova, P. Ferreira, N. Bion, J. Barrault, F. Jérôme*
Université de Poitiers, France and University of Aveiro, Portugal
Further Information
Publication History
Publication Date:
21 January 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201002/lookinside/thumbnails/10.1055-s-0029-1219053-1.jpg)
Significance
A sulfonic acid functionalized phenylene-bridged periodic mesoporous organosilica (Ph-PMO-SO3H) catalyzed the reaction of indoles 1 with benzaldehyde (2) in water to give the corresponding bis(indolyl)methanes 3 in 65-95% yield (9 examples, eq. 1). The catalyst was recycled five times without loss of catalytic activity for the formation of 3a (6th run; 90% yield). Ph-PMO-SO3H also catalyzed the etherification of glycerin (4) with 1-phenylpropan-1-ol (5) to afford monoethers 6 in 85% yield (eq. 2).