Copper (triazole-5-yl)methanamine complexes onto MCM-41: the synthesis of pyridine-containing pseudopeptides through the 6-endo-dig cyclization of 1,5-enynes |
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Authors: | Neda Akbarikalani Kamran Amiri Ahmed Al-Harrasi Saeed Balalaie |
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Affiliation: | Peptide Chemistry Research Center, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran Iran, Fax: +98-21-22889403, +98-21-23064226 ; Natural and Medical Sciences Research Center, University of Nizwa, P. O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa Sultanate of Oman ; Medical Biology Research Center, Kermanshah University of Medical Sciences, Kermanshah Iran |
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Abstract: | An efficient approach for the synthesis of immobilized copper (triazole-5-yl)methanamine complexes onto MCM-41 (Cu@TZMA@MCM-41), as a novel recyclable nanocatalyst, is described. This nanocatalyst was used for the synthesis of pyridine-containing pseudopeptides through a sequential Ugi/nucleophilic addition/1,5-enyne cyclization reaction and elicited good-to-excellent yields. The nanocatalyst was fully characterized by SEM, EDS, TEM, BET, ICP-OES, TGA, and XRD techniques. Furthermore, the catalyst was recovered by simple filtration and could be used for at least 5 cycles without significant loss of activity.A sequential Ugi/nucleophilic addition/1,5-enyne cyclization reaction was used for the synthesis of pseudopeptides containing pyridine skeletons in the presence of Cu@TZMA@MCM-41. |
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