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Z. Naturforsch. 2012, 67b, 1282 – 1288
doi:10.5560/ZNB.2012-0193
A Straightforward and Mild Method of Tethering Monosaccharides to Thieno[2,3-d]pyrimidinones via the Copper(I)-catalyzed Azide-Alkyne ‘Click Chemistry’
Essam Kh. Ahmed and Mohamed A. Ameen
Chemistry Department, Faculty of Science, El Minia University, El Minia 61511, Egypt
Reprint requests to Mohamed A. Ameen. E-mail: m_ameen10@yahoo.com
Received July 8, 2012 / published online November 30, 2012
A mild and versatile method based on Cu(I)-catalyzed [3 + 2] cycloaddition (Meldal-Sharpless reaction) was developed to tether biomolecules, such as monosacharides or lipophylic azides, to alkyne functions of spirobenzo[b]thieno[2,3-d]pyrimidine-1′-cyclohexane. The reactions are highlighted by their modularity and high efficiency with excellent yields in most cases. The products are interesting precursors for a variety of applications.
Key words: Thienopyrimidinone, Alkynes, Azides, Click Chemistry
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