Download PDF
Synfacts 2010(1): 0119-0119  
DOI: 10.1055/s-0029-1218453
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Three-Component Synthesis of Substituted Pyridines with Silica Nanoparticles

Contributor(s): Yasuhiro Uozumi, Yoshikazu Yamamoto
S. Banerjee*, G. Sereda*
University of South Dakota, Vermillion, USA
Further Information

Publication History

Publication Date:
21 December 2009 (online)

    Permissions and Reprints

Significance

Silica nanoparticles (NPs) were prepared from tetraethyl orthosilicate (TEOS) via the water-in-oil microemulsion method with ammonium hydroxide in water and cyclohexane in the presence of Triton X-100 (eq. 1). Silica NPs (Æ = 50 nm) promoted the three-component reactions of aldehydes 1, malononitrile 2, and thiols 3 to give the corresponding 2-amino-3,5-dicarbo­nitrile-4-alkyl-6-sulfanylpyridines 4 in 60-85% yield (12 ­examples, eq. 2).