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CuFe2O4 Nanoparticles Mediated Synthesis of 1,4-Disubstituted 1,2,3-Triazoles
Corresponding Author(s) : Chunduru Srinivasa Rao
Asian Journal of Chemistry,
Vol. 28 No. 12 (2016): Vol 28 Issue 12
Abstract
A one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via three component coupling of secondary alcohol, trimethylsilylazide and terminal alkynes in the presence of a catalytic amount of CuFe2O4 nanoparticles is reported.
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- (a) C. Glaser, Chem. Ber., 2, 422 (1869); doi:10.1002/cber.186900201183; (b) C. Glaser, Ann. Chem. Pharm., 154, 137 (1870); doi:10.1002/jlac.18701540202.
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- G. Eglinton and A.R. Galbraith, Chem. Ind. (London), 737 (1956).
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References
(a) C. Glaser, Chem. Ber., 2, 422 (1869); doi:10.1002/cber.186900201183; (b) C. Glaser, Ann. Chem. Pharm., 154, 137 (1870); doi:10.1002/jlac.18701540202.
A. Baeyer, Ber. Dtsch. Chem. Ges., 18, 674 (1885); doi:10.1002/cber.188501801145.
(a) F. Straus and L. Kollek, Ber. Dtsch. Chem. Ges., 59B, 1664 (1926); doi:10.1002/cber.19260590804; (b) F. Straus, Justus Liebigs Ann. Chem., 342, 190 (1905); doi:10.1002/jlac.19053420204.
W. Reppe and Mitarbeitern, Justus Liebigs Ann. Chem., 596, 1 (1955); doi:10.1002/jlac.19555960102.
G. Eglinton and A.R. Galbraith, Chem. Ind. (London), 737 (1956).
R.D. Stephens and C.E. Castro, J. Org. Chem., 28, 3313 (1963); doi:10.1021/jo01047a008.
(a) W. Chodkiewicz, Ann. Chim. (Paris), 2, 819 (1957); (b) W. Chodkiewicz, P. Cadiot and A. Willemart, Compt. Rend., 245, 2061 (1957).
(a) W.P. Cadiot and W. Chodkiewicz, in ed.: H.G. Viehe, Chemistry of Acetylenes, Marcel Dekker, New York, pp. 597-647 (1969); (b) K. Sonogashira, in ed.: G. Pattenden, Carbon–Carbon s-Bond Formation; Comprehensive Organic Synthesis (B.M. Trost and I. Fleming), Pergamon, Oxford, vol. 3, pp 551-561 (1992); (c) P. Siemsen, R.C. Livingston and F. Diederich, Angew. Chem. Int. Ed., 39, 2632 (2000); doi:10.1002/1521-3773(20000804)39:15<2632::AID-ANIE2632>3.0.CO;2-F.
R. Huisgen, Angew. Chem. Int. Ed. Engl., 2, 565 (1963); doi:10.1002/anie.196305651.
M. Kinugasa and S. Hashimoto, J. Chem. Soc. Chem. Commun., 466 (1972); doi:10.1039/c39720000466.
(a) V.V. Rostovtsev, L.G. Green, V.V. Fokin and K.B. Sharpless, Angew. Chem. Int. Ed., 41, 2596 (2002); doi:10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4; (b) C.W. Tornøe, C. Christensen and M. Meldal, J. Org. Chem., 67, 3057 (2002); doi:10.1021/jo011148j.
(a) E. Saxon and C.R. Bertozzi, Science, 287, 2007 (2000); doi:10.1126/science.287.5460.2007; (b) H.C. Hang, C. Yu, D.L. Kato and C.R. Bertozzi, Proc. Natl. Acad. Sci. USA, 100, 14846 (2003); doi:10.1073/pnas.2335201100.
H.C. Kolb, M.G. Finn and K.B. Sharpless, Angew. Chem. Int. Ed., 40, 2004 (2001); doi:10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5.
(a) V.D. Bock, H. Hiemstra and J.H. van Maarseveen, Eur. J. Org. Chem., 51 (2006); doi:10.1002/ejoc.200500483.; (b) H.C. Kolb and K.B. Sharpless, Drug Discov. Today, 8, 1128 (2003); doi:10.1016/S1359-6446(03)02933-7.
E.F.V. Scriven and K. Turnbull, Chem. Rev., 88, 297 (1988); doi:10.1021/cr00084a001.