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• W2953352263 abstract "Journal of Heterocyclic ChemistryVolume 35, Issue 5 p. 1187-1204 Article 1,3-Dipolar cycloadditions of diazoalkanes to pyridazines. Asymmetric 1,3-dipolar cycloadditon of azomethine imines derived from diazoalkane-pyridazine cycloadducts Branko Stanovnik, Branko Stanovnik Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorBoris Jelen, Boris Jelen Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorCvetka Turk, Cvetka Turk Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorMarko Žličar, Marko Žličar Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorJurij Svete, Jurij Svete Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this author Branko Stanovnik, Branko Stanovnik Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorBoris Jelen, Boris Jelen Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorCvetka Turk, Cvetka Turk Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorMarko Žličar, Marko Žličar Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this authorJurij Svete, Jurij Svete Faculty of Chemistry and Chemical Technology, University of Ljubljana Aškerčeva 5, P. O. B. 537, 1000 Ljubljana, SloveniaSearch for more papers by this author First published: 11 March 2009 https://doi.org/10.1002/jhet.5570350514Citations: 34AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat References and Notes 1 T. Curtius, Ber., 16, 2230 (1883). 2 E. Buchner, Ber., 21, 2637 (1888). 3 E. Buchner, Ber., 23, 701 (1890). 4 H. von Pechmann, Ber., 25, 855 (1895). 5a For reviews see: R. Huisgen, Angew. Chem., 75, 604 (1963) 5b R. Huisgen, Angew. Chem., 75, 742 (1963) 5c M. Regitz, Synthesis, 351 (1972) 5d M. Regitz, Diazoalkane, Thieme Verlag, Stuttgart, 1977; 5e M. Regitz and H. Heydt, Diazoalkanes, in 1,3-Dipo-lar Cycloaddition Chemistry, Vol 1, A. Padwa, ed, John Wiley and Sons, New York, 1984, pp 393–558. 6 D. S. Wulfmann, G. Lindstrumelle, C. F. Cooper, Synthetic Application of Diazoalkanes, Diazocyclopentadienes and Diazoazacy-clopentadienes, in The Chemistry of Diazonium and Diazo Groups, S. Patai, ed, John Wiley and Sons, New York, 1978, pp 821–976. 7 K. Nagarajan, V. Sudarsaman, S. Shenoy and K. Rama Rao, Indian J. Chem., 21B, 997 (1982). 8 T. Kametani, Y. Kigawa, T. Takahashi, H. Nomoto and K. Fukumoto, Chem. Pharm. Bull., 24, 1870 (1976). 9 P. Gesche, F. Klinger, W. Müller, J. Streith, H. Strub and R. Sustmann, Chem. Ber., 118, 4682 (1985). 10 E. Keller, B. De Lange, M. T. Ripens and B. L. Feringa, Tetrahedron, 49, 8899 (1993). 11 F. Fariña, M. V. Martin and F. Sanches, Heterocycles, 24, 2587 (1986). 12 B. De Lange and B. L. Feringa, Tetrahedron Letters, 29, 5317 (1988). 13 B. L. Feringa, B. De Lange and J. C. de Jong, J. Org. Chem., 54, 2471 (1989). 14 B. Stanovnik, G. Habjan, M. Tišler, L. Golič, I. Leban. Heterocycles, 28, 259 (1989). 15 T. Kurihara, K. Nasu, Y. Adachi, J. Heterocyclic Chem., 20, 81 (1983). 16 B. Stanovnik, Actual. Chim. Thér. 16e serie, 219 (1988). 17 B. Stanovnik, Tetrahedron, 47, 2925 (1991). 18 B. Huč, B. Furlan, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 27, 2145 (1990). 19 M. Merslavič, A. Petrič, D. Rozman, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 26, 445 (1989). 20 M. Merslavič, A. Petrič, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 26, 581 (1989). 21 M. Merslavič, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 26, 585 (1989). 22 A. Franck-Neumann and G. Leclerc, Tetrahedron Letters 1063 (1969). 23 A. Štimac, B. Stanovnik, M. Tišler and L. Golič, Tetrahedron, 46, 6915 (1990). 24 R. R. King, J. Org. Chem., 47, 5397 (1982). 25 I. Leban, L. Golič, B. Stanovnik and M. Tišler, Acta Cryst., C44, 193 (1988). 26 F. Fariña, M. K. Martin, F. Sanchez and A. Tito, Heterocycles, 18, 175 (1982). 27 B. Jelen, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 28, 369 (1989). 28 A. Štimac, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 28, 417 (1989). 29 B. Stanovnik, M. Kupper, M. Tišler, I. Leban, L. Golič, J. Chem. Soc., Chem. Commun. 268 (1984). 30 B. Stanovnik, B. Furlan, M. Kupper, A. Malež, A. Štimac, M. Tišler and M. Žličar, J. Heterocyclic Chem., 25, 393 (1988). 31 I. Leban, L. Golič, B. Stanovnik and M. Tišler, Acta Cryst., C43, 1814 (1988). 32 B. Stanovnik, B. Furlan, A. Sarka, M. Tišler and M. Žličar, Heterocycles, 22, 2479 (1984). 33 B. Stanovnik, A. Mozer and M. Tišler, Rad. Jugoslav. Akad. Znan. Umjet., Kem. [425] 5, 61 (1986). 34 B. Stanovnik, B. Božnar, B. Koren, S. Petriček and M. Tišler, Heterocycles, 23, 1 (1985). 35 B. Stanovnik, M. Tišler and B. Stefanov, J. Org. Chem., 36, 3812 (1971). 36 B. Stanovnik and M. Tišler, Tetrahedron, 25, 3313 (1969). 37 B. Stanovnik, A. Krbavčič and M. Tišler, J. Org. Chem., 32, 1139 (1967). 38 B. Stanovnik, M. Tišler, and P. Škufca, J. Org. Chem., 33, 2910 (1968). 39 B. Stanovnik, M. Tišler, M. Ceglar and V. Bah, J. Org. Chem., 35, 1138 (1970). 40 B. Furlan, B. Stanovnik and M. Tišler, Synthesis, 78 (1986). 41 B. Stanovnik, B. Jelen, A. Štimac and M. Tišler, J. Heterocyclic Chem., 28, 425 (1991). 42 S. J. Buckland, B. Halton and B. Stanovnik, Tetrahedron Letters, 27, 1309 (1986). 43 S. J. Buckland, B. Halton and B. Stanovnik, Aust. J. Chem., 40, 2037 (1987). 44 B. Stanovnik, M. Arnšek, B. Furlan, M. Sereg, M. Tišler and M. Zličar, Vestn. Slov. Kem. Drus., 35, 63 (1988). 45a For reviews see: R. Grashey, Azomethine Imines, in 1,3-Dipolar Cycloaddition Chemistry; Vol 1, A. Padwa, ed, John Wiley and Sons, New York, 1984, pp 733–817; 45b R. Huisgen, Angew. Chem., 92, 979 (1980) 45c K. Hassenrück and H. D. Martin, Synthesis 469 (1988) 45d R. M. Claramunt and J. Elguero, Org. Prep. Proc. Int., 23, 275 (1991) 45e H. Dorn, Tetrahedron Letters, 26, 5123 (1985) 45f R. Huisgen and R. Weinberger, Tetrahedron Letters, 26, 5119 (1985) 45g L. N. Jungheim, Ch. J. Barnett, J. E. Gray, L. H. Horcher and T. A. Shepherd, Tetrahedron, 44, 3119 (1988). 46 M. Zličar, B. Huč, B. Stanovnik, and M. Tišler, Synlett., 707 (1990). 47 M. Zličar and B. Stanovnik, to be published. 48 L. Golič, A. Sinur, B. Stanovnik, and M. Zličar, Acta Cryst. C50, 466 (1994). 49 J. Badiley, J. G. Buchanan, R. Hodges and J. Prescott, J. Chem. Soc., 4769 (1957). 50 A. Bertho, Ber., 63, 863 (1930). 51 H. Lida, K. Kasahara and C. Kibayashi, J. Am. Chem. Soc., 108, 4647 (1986). 52 P. DeShong and J. M. Leginus, J. Am. Chem. Soc., 105, 1686 (1983). 53 A. Vasella and R. Voefray, J. Chem. Soc., Chem. Commun., 96 (1981). 54 A. Kozikowski and X.-M. Cheng, J. Chem. Soc., Chem. Commun., 680 (1987). 55 E. M. Acton, K. J. Ryan and L. Goodman, J. Chem. Soc., Chem. Commun., 313 (1970). 56 E. M. Acton, K. J. Ryan, D. W. Henry and L. Goodman, J. Chem. Soc., Chem. Commun., 986 (1971). 57 K. V. Gothelf and K. A. Jorgensen, Chem. Rev., 98, 863 (1998). 58 M. Žličar, B. Stanovnik and M. Tišler, Tetrahedron, 48, 7965 (1992). 59 B. Stanovnik, B. Jelen and M. Žličar, Farmaco, 48, 231 (1993). 60 M. Žličar, B. Stanovnik and M. Tišler, J. Heterocyclic Chem., 30, 1209 (1993). 61 C. Turk and B. Stanovnik, to be published. 62 B. Jelen and B. Stanovnik, to be published. Citing Literature Volume35, Issue5September/October 1998Pages 1187-1204 ReferencesRelatedInformation" @default.
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