Mass spectra of new functionally substituted heterocycles: VI. Fragmentation of 3-methoxy-7-methyl-2-methylsulfanyl-4,5-dihydro-3H-azepine, its structural isomers, 5-methoxy-2,2-dimethyl-6-methylsulfanyl-2,3-dihydropyridine and 1-isopropyl-3-methoxy-2-methylsulfanyl-1H-pyrrole, and their linear precursors under electron impact

Russian Journal of Organic Chemistry

Volumn 44, Issue 1, 2008, Pages 133-140

  Klyba, L V ^a   Nedolya, N A ^a   Zhanchipova, E R ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 41549146305     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1134/s1070428008010181     Document Type: Article

References (36)

1. Klyba, L.V., Nedolya, N.A., Shlyakhtina, N.I., and Zhanchipova, E.R., Russ. J. Org. Chem., 2005, vol. 41, p. 1544.
2. Liu, J.-K., Chem. Rev., 2005, vol. 105, p. 2723; Arjona, O., Csákÿ, A.G., Medel, R., and Plumet, J., J. Org. Chem., 2002, vol. 67, 1380; Meyers, A.I., Downing, S.V., and Weiser, M.J., J. Org. Chem., 2001, vol. 66, p. 1413; Yu, L.-B., Chen, D., Li, J., Ramirez, J., and Wang, P.G., J. Org. Chem., 1997, vol. 62, p. 208; Lounasmaa, M. and Tolvanen, A., Comprehensive Heterocyclic Chemistry II, Katritzky, A.R., Rees, C.W., and Scriven, E.F.V., Oxford: Pergamon, 1996, vol. 5, p. 135; Balasubramanian, M. and Keay, J.G., Comprehensive Heterocyclic Chemistry II, Katritzky, A.R., Rees, C.W., and Scriven, E.F.V., Oxford: Pergamon, 1996, vol. 5, p. 245; Zhao, B., Zhu, X., Lu, Y., Xia, C.-Z., and Cheng, J.-P., Tetrahedron Lett., 2000, vol. 41, p. 257; Ozeki, H. and Kobuke, Y., Tetrahedron Lett., 2003, vol. 44, p. 2287; Song, R., Kim, Y.-S., Lee, C.O., and Sohn, Y.S., Tetrahedron Lett., 2003, vol. 44, p. 1537; Fuenfschilling, P.C., Zaugg, W., Beutler, U., Kaufmann, D., Lohse, O., Mutz, J.-P., Onken, U., Reber, J.-L., and Shenton, D., Org. Proc. Res. Develop., 2005, p. 272; Urban, F.J., Brietenbach, R., Gonyaw, D., and Moore, B.S., Org. Proc. Res. Develop., 1997, p. 131; Riber, D., Hazell, R., and Skrydstrup, T., J. Org. Chem., 2000, vol. 65, p. 5382.
3. Zou, X., Tu, S., Shi, F., and Xu, J., Arkivoc, 2006, part (ii), p. 130;
4. Sharma, R., Nagda, D.P., and Talesara, G.L., Arkivoc, 2006, part (i), p. 1;
5. El Ashry, El S.H., Award, L.F., Ghani, M.A., and Atta, A.I., Arkivoc, 2005, part (xv), p. 97;
6. Fedorova, O.A., Andryukhina, E.N., Mashura, M.M., and Gromov, S.P., Arkivoc, 2005, part (xv), p. 12;
7. van Lingen, H.L., van Mortel, J.K.W., Hekking, K.F.W., van Delft, F.L., Sonke, T., and Rutjes, F.P.J.T., Eur. J. Org. Chem., 2003, p. 317;
8. Puglisi, A., Benaglia, M., Annunziata, R., and Bologna, A., Tetrahedron Lett., 2003, vol. 44, p. 2947;
9. Lavilla, R., J. Chem. Soc., Perkin Trans. 1, 2002, p. 1141;
10. Campiani, G., Aiello, F., Fabbrini, M., Morelli, E., Ramunno, A., Armaroli, S., Nacci, V., Garofalo, A., Greco, G., Novellino, E., Maga, G., Spadari, S., Bergamini, A., Ventura, L., Bongiovanni, B., Capozzi, M., Bolacchi, F., Marini, S., Coletta, M., Guiso, G., and Caccia, S., J. Med. Chem., 2001, vol. 44, p. 305;
11. Kaes, C., Katz, A., and Hosseini, M.W., Chem. Rev., 2000, vol. 100, p. 3553;
12. Dubé, D., Brideau, C., Deschênes, D., Fortin, R., Friesen, R.W., Gordon, R., Girard, Y., Riendeau, D., Savoie, C., and Chan, C.-C., Bioorg. Med. Chem. Lett., 1999, vol. 9, p. 1715;
13. Pabst, G.R., Pfüller, O.C., and Sauer, J., Tetrahedron, 1999, vol. 55, p. 5047;
14. Harrowven, D.C. and Nunn, M.I.T., Tetrahedron Lett., 1998, vol. 39, p. 5875;
15. Poriel, C., Ferrand, Y., Le Maux, P., Rault-Berthelot, J., and Simonneaux, G., Tetrahedron Lett., 2002, vol. 44, p. 1759;
16. Tan, Y., Hartmann, T., Huch, V., Dürr, H., Valat, P., Wintgens, V., and Kossanyi, J., J. Org. Chem., 2001, vol. 66, p. 1130.
17. Nedolya, N.A., Ph.D. Thesis of Utrecht University, Utrecht, The Netherlands, 1999;
18. Brandsma, L., Eur. J. Org. Chem., 2001, p. 4569;
19. Brandsma, L. and Nedolya, N.A., Synthesis, 2004, p. 735.
20. Nedolya, N.A. and Brandsma, L., Russ. J. Org. Chem., 2006, vol. 42, p. 607; Nedolya, N.A., Brandsma, L., and Tolmachev, S.V., Khim. Geterotsikl. Soedin., 2002, p. 843; Nedolya, N.A., Brandsma, L., and Tolmachev, S.V., Russ. J. Org. Chem., 2002, vol. 38, p. 907; Nedolya, N.A., Brandsma, L., and Shlyakhtina, N.I., Russ. J. Org. Chem., 2002, vol. 38, 1070; Brandsma, L., Nedolya, N.A., Tarasova, O.A., Klyba, L.V., Sinegovskaya, L.M., and Trofimov, B.A., Russ. J. Org. Chem., 1999, vol. 35, p. 928; Nedolya, N.A., Brandsma, L., Tarasova, O.A., Verkruijsse, H.D., and Trofimov, B.A., Tetrahedron Lett., 1998, vol. 39, p. 2409.
21. Nedolya, N.A., Brandsma, L., Shlyakhtina, N.I., and Fedorov, S.V., Khim. Geterotsikl. Soedin., 2002, p. 707;
22. Nedolya, N.A., Brandsma, L., Shlyakhtina, N.I., Fedorov, S.V., and Klyba, L.V., Russ. J. Org. Chem., 2002, vol. 38, p. 917;
23. Nedolya, N.A., Schlyakhtina, N.I., Klyba, L.V., Ushakov, I.A., Fedorov, S.V., and Brandsma, L., Tetrahedron Lett., 2002, vol. 43, p. 9679;
24. Nedolya, N.A., Brandsma, L., Zinov'eva, V.P., and Trofimov, B.A., Russ. J. Org. Chem., 1998, vol. 34, p. 1494;
25. Brandsma, L., Nedolya, N.A., Verkruijsse, H.D., Owen, N.L., Li Du, and Trofimov, B.A., Tetrahedron Lett., 1997, vol. 38, p. 6905;
26. Nedolya, N.A., Brandsma, L., de Lang, R.-J., and Trofimov, B.A., Russ. J. Org. Chem., 1997, vol. 33, p. 580;
27. Nedolya, N.A., Brandsma, L., Zinov'eva, V.P., and Trofimov, B.A., Russ. J. Org. Chem., 1997, vol. 33, p. 80.
28. Nedolya, N.A., Dmitrieva, L.L., Tarasova, O.A., Shlyakhtina, N.I., Albanov, A.I., and Klyba, L.V., Abstracts of Papers, VIII Molodezhnaya nauchnaya shkola-konferentsiya po organicheskoi khimii (VIIIth Youth Scientific School-Conf. on Organic Chemistry), Kazan, 2005, p. 266;
29. Nedolya, N.A., Tarasova, O.A., Dmitrieva, L.L., and Shlyakhtina, N.I., Abstracts of Papers, Mezhdunarodnaya konferentsiya po khimii geterotsiklicheskikh soedinenii, posvyashchennaya 90-letiyu so dnya rozhdeniya professora A.N. Kosta (Int. Conf. on the Chemistry of Heterocyclic Compounds Dedicated to 90th Anniversary of Prof. A.N. Kost), Moscow, 2005, 253;
30. Nedolya, N.A., Tarasova, O.A., Albanov, A.I., and Klyba, L.V., Materialy Mezhdunarodnoi konferentsii "Organicheskaya khimiya ot Butlerova i Beil'shteina do sovremennosti," posvyashchennaya 145-letiyu teorii stroeniya organicheskikh soedinenii A.M. Butlerova i 100-letiyu pamyati F.F. Beil'shteina (Proc. Int. Conf. "Organic Chemistry since Butlerov and Beilstein till Present" Dedicated to 145th Anniversary of A.M. Butlerov's Organic Compounds Structure Theory and 100th Anniversary of F.F. Beilstein's Memory), St.-Petersburg, 2006, p. 316.
31. Nedolya, N.A., Albanov, A.I., Klyba, L.V., and Zhanchipova, E.R., Russ. J. Org. Chem., 2006, vol. 42, p. 455.
32. Nedolya, N.A., Dmitrieva, L.L., Albanov, A.I., Klyba, L.V., Tarasova, O.A., and Ushakov, I.A., Russ. J. Org. Chem., 2006, vol. 42, p. 465; Nedolya, N.A., Dmitrieva, L.L., Tarasova, O.A., Shlyakhtina, N.I., Albanov, A.I., Klyba, L.V., and Ushakov, I.A., Materialy 4 Mezhdunarodnoi konferentsii molodykh uchenykh po organicheskoi khimii "Sovremennye tendentsii v organicheskom sinteze i problemy khimicheskogo obrazovaniya" (Proc. 4th Int. Conf. of Young Scientists "Current Trends in Organic Synthesis and Problems of Chemical Education," InterCOS-2005), St. Petersburg, 2005, p. 198.
33. Klyba, L.V., Nedolya, N.A., Zhanchipova, E.R., and Tarasova, O.A., Materialy Mezhdunarodnoi konferentsii "Organicheskaya khimiya ot Butlerova i Beil'shteina do sovremennosti," posvyashchennaya 145-letiyu teorii stroeniya organicheskikh soedinenii A.M. Butlerova i 100-letiyu pamyati F.F. Beil'shteina (Proc. Int. Conf. "Organic Chemistry since Butlerov and Beilstein till Present" Dedicated to 145th Anniversary of A.M. Butlerov's Organic Compounds Structure Theory and 100th Anniversary of F.F. Beilstein's Memory), St.-Petersburg, 2006, p. 811.
34. Klyba, L.V., Bochkarev, V.N., Brandsma, L., Nedolya, N.A., and Trofimov, B.A., Izv. Ross. Akad. Nauk, Ser. Khim., 2001, p. 2282.
35. Klyba, L.V., Bochkarev, V.N., Brandsma, L., Nedolya, N.A., and Trofimov, B.A., Russ. J. Gen. Chem., 1999, vol. 69, p. 1805.
36. Takhistov, V.V. and Ponomarev, D.A., Organicheskaya mass-spektrometriya (Organic Mass Spectrometry), St. Petersburg: VVM, 2005.