Reactions of p-nitrophenyloxirane with amines containing fragments with bicyclic skeleton

Russian Journal of Organic Chemistry

Volumn 38, Issue 11, 2002, Pages 1606-1614

  Kas'yan, A O ^a   Golodaeva, E A ^a   Tsygankov, A V ^a   Kas'yan, L I ^a  

^a OLES HONCHAR DNIPRO NATIONAL UNIVERSITY   (Ukraine)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; N 2 HYDROXYETHYL(4 NITROPHENYL) 5 AMINOMETHYLBICYCLO[2.2.1]HEPT 2 ENE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CYCLIZATION; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM;

EID: 0036931457     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1022553832553     Document Type: Article

References (36)

1. Shemyakin, N.N., Khokhlov, A.S., Kolosov, M.N., Berel'son, L.D., and Antonov, V.K., Khimiya antibiotikov (Chemistry of Antibiotics), Moscow: Akad. Nauk SSSR, 1961, vol. 2, pp. 15, 27, 337-429, 1442.
2. Aranda, G. and Luze, H., Bull. Soc. Shim., 1968, no. 5, pp. 2169-2170; Antopovskaya, T.S. and Shul'ga, A.P., Zh. Strukt. Khim., 1979, vol. 20, no. 3, pp. 442-447; Detlovetskaya, F.T., Maktaz, E.D., Botvinova, L.E., Gorshkova, L.I., and Kruchinina, A.A., Khimiya i tekhnologiya vody (Chemistry and Technology of Water), 1988, vol. 5, no. 5, pp. 441-442; Yuss, C.O. and Mauther, H.Y., J. Org. Chem., 1951, vol. 16, no. 6, pp. 887-891; Williams, D.J., Crotti P., Macchia B., and Macchia F., Tetrahedron, 1975, vol. 31, no. 8, pp. 993-996.
3. Aranda, G. and Luze, H., Bull. Soc. Shim., 1968, no. 5, pp. 2169-2170; Antopovskaya, T.S. and Shul'ga, A.P., Zh. Strukt. Khim., 1979, vol. 20, no. 3, pp. 442-447; Detlovetskaya, F.T., Maktaz, E.D., Botvinova, L.E., Gorshkova, L.I., and Kruchinina, A.A., Khimiya i tekhnologiya vody (Chemistry and Technology of Water), 1988, vol. 5, no. 5, pp. 441-442; Yuss, C.O. and Mauther, H.Y., J. Org. Chem., 1951, vol. 16, no. 6, pp. 887-891; Williams, D.J., Crotti P., Macchia B., and Macchia F., Tetrahedron, 1975, vol. 31, no. 8, pp. 993-996.
4. Aranda, G. and Luze, H., Bull. Soc. Shim., 1968, no. 5, pp. 2169-2170; Antopovskaya, T.S. and Shul'ga, A.P., Zh. Strukt. Khim., 1979, vol. 20, no. 3, pp. 442-447; Detlovetskaya, F.T., Maktaz, E.D., Botvinova, L.E., Gorshkova, L.I., and Kruchinina, A.A., Khimiya i tekhnologiya vody (Chemistry and Technology of Water), 1988, vol. 5, no. 5, pp. 441-442; Yuss, C.O. and Mauther, H.Y., J. Org. Chem., 1951, vol. 16, no. 6, pp. 887-891; Williams, D.J., Crotti P., Macchia B., and Macchia F., Tetrahedron, 1975, vol. 31, no. 8, pp. 993-996.
5. Aranda, G. and Luze, H., Bull. Soc. Shim., 1968, no. 5, pp. 2169-2170; Antopovskaya, T.S. and Shul'ga, A.P., Zh. Strukt. Khim., 1979, vol. 20, no. 3, pp. 442-447; Detlovetskaya, F.T., Maktaz, E.D., Botvinova, L.E., Gorshkova, L.I., and Kruchinina, A.A., Khimiya i tekhnologiya vody (Chemistry and Technology of Water), 1988, vol. 5, no. 5, pp. 441-442; Yuss, C.O. and Mauther, H.Y., J. Org. Chem., 1951, vol. 16, no. 6, pp. 887-891; Williams, D.J., Crotti P., Macchia B., and Macchia F., Tetrahedron, 1975, vol. 31, no. 8, pp. 993-996.
6. Aranda, G. and Luze, H., Bull. Soc. Shim., 1968, no. 5, pp. 2169-2170; Antopovskaya, T.S. and Shul'ga, A.P., Zh. Strukt. Khim., 1979, vol. 20, no. 3, pp. 442-447; Detlovetskaya, F.T., Maktaz, E.D., Botvinova, L.E., Gorshkova, L.I., and Kruchinina, A.A., Khimiya i tekhnologiya vody (Chemistry and Technology of Water), 1988, vol. 5, no. 5, pp. 441-442; Yuss, C.O. and Mauther, H.Y., J. Org. Chem., 1951, vol. 16, no. 6, pp. 887-891; Williams, D.J., Crotti P., Macchia B., and Macchia F., Tetrahedron, 1975, vol. 31, no. 8, pp. 993-996.
7. Khaskin, I.R., Gallak, V.M., Skavinskii, Ya.P., and Kuprina, Zh.S., Khim. Tekhnol. (Kiev), 1979, no. 5, pp. 10-13.
8. Sinyavskii, V. G., Turbina, A.I., Romankevich, M. Ya., Ukr. Khim. Zh., 1966, vol. 32, no. 5, pp. 489-493; Terada, A., Rept. Govt. Industr. Res. Inst. Osaka, 1961, 85 p.; Ref. Zh. Khim., 1963. 8 Zh 173.
9. Sinyavskii, V. G., Turbina, A.I., Romankevich, M. Ya., Ukr. Khim. Zh., 1966, vol. 32, no. 5, pp. 489-493; Terada, A., Rept. Govt. Industr. Res. Inst. Osaka, 1961, 85 p.; Ref. Zh. Khim., 1963. 8 Zh 173.
10. Sinyavskii, V. G., Turbina, A.I., Romankevich, M. Ya., Ukr. Khim. Zh., 1966, vol. 32, no. 5, pp. 489-493; Terada, A., Rept. Govt. Industr. Res. Inst. Osaka, 1961, 85 p.; Ref. Zh. Khim., 1963. 8 Zh 173.
11. Lozinskii, M.O., Kudrya, T.N., Yavorskii, D.F., Kirienko, S.S., Yakovleva, V.Ya., and Pel'kis, P.S., Ukr. Khim. Zh., 1968, vol. 34, no. 11, pp. 1142-1144; Kudrya, T.N., Gridasova, V.I., Tolchilkina, L.M., and Panasyuk A.I., Fiziol. Aktiv. Veshchestva (Kiev), 1980, no. 12, pp. 43-47.
12. Lozinskii, M.O., Kudrya, T.N., Yavorskii, D.F., Kirienko, S.S., Yakovleva, V.Ya., and Pel'kis, P.S., Ukr. Khim. Zh., 1968, vol. 34, no. 11, pp. 1142-1144; Kudrya, T.N., Gridasova, V.I., Tolchilkina, L.M., and Panasyuk A.I., Fiziol. Aktiv. Veshchestva (Kiev), 1980, no. 12, pp. 43-47.
13. Baumstark, A.L. and Vasquer, P.S., J. Org. Chem., 1988, vol. 53, no. 15, pp. 3437-3439.
14. Cinyavs'kii, V.G., Turbina, A.I. and Romankevich, M.Ya., Dop. Akad. Nauk URSR, 1962, no. 12, pp. 1622-1624.
15. Butlerovskii, M.A., Shevchenko, O.I., Tsutsarin, V.V. and Kirienko, S.S., USSR Inventor's Certificate 692829, 1979; SSSR, Ref. Zh. Khim., 1980, 10O74.
16. Butlerovskii, M.A., Shevchenko, O.I., Tsutsarin, V.V. and Kirienko, S.S., USSR Inventor's Certificate 692829, 1979; SSSR, Ref. Zh. Khim., 1980, 10O74.
17. Povstenoi, M.V., Priimenko, B.A., and Kochergin, P.M., Khim.-Farm. Zh., 1978, vol. 12, no. 5, pp. 59-62.
18. Markov, V.I., Kas'yan, A.O., Tudvaseva, S.P., and Okovityi, S.I., Ukr. Khim. Zh., 1993, vol. 59, no. 6, pp. 650-654; Markov, V.I., Kas'yan, A.O., and Selyutin, O.B., Ukr. Khim. Zh., 1994, vol. 60, no. 8, pp. 575-581.
19. Markov, V.I., Kas'yan, A.O., Tudvaseva, S.P., and Okovityi, S.I., Ukr. Khim. Zh., 1993, vol. 59, no. 6, pp. 650-654; Markov, V.I., Kas'yan, A.O., and Selyutin, O.B., Ukr. Khim. Zh., 1994, vol. 60, no. 8, pp. 575-581.
20. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Shem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524; Krieger, H., Arzneimittel-Forsch, 1968, vol. 18, pp. 129-134, 324-330; Wilder, P. and Knight, D.B., J. Org. Chem., 1965, vol. 30, no. 9, pp. 3078-3081.
21. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Shem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524; Krieger, H., Arzneimittel-Forsch, 1968, vol. 18, pp. 129-134, 324-330; Wilder, P. and Knight, D.B., J. Org. Chem., 1965, vol. 30, no. 9, pp. 3078-3081.
22. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Shem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524; Krieger, H., Arzneimittel-Forsch, 1968, vol. 18, pp. 129-134, 324-330; Wilder, P. and Knight, D.B., J. Org. Chem., 1965, vol. 30, no. 9, pp. 3078-3081.
23. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Shem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524; Krieger, H., Arzneimittel-Forsch, 1968, vol. 18, pp. 129-134, 324-330; Wilder, P. and Knight, D.B., J. Org. Chem., 1965, vol. 30, no. 9, pp. 3078-3081.
24. Kas'yan, A.O., Krasnovskaya, O.Yu., Zlenko, E.T., Okovityi, S.I., and Kas'yan, L.I., Zh. Org. Khim., 1996, vol. 32, no. 8, pp. 1156-1164.
25. Kas'yan, A.O., Tarabara, I.N., Zlenko, E.T., Okovityi, S.I., and Kas'yan, L.I., Zh. Org. Khim., 1999, vol. 35, no. 7, pp. 1042-1055.
26. Profft, E. and Kasper, F., Lieb. Ann., 1961, vol. 647, no. 1, pp. 61-65.
27. Kas'yan, L.I., Kas'yan, A.O., Gorb, L.G., and Klebanov, B.M., Zh. Org. Khim., 1995, vol. 31, no. 5, pp. 678-688; Kasyan, L.I., Okovity, S.I., and Kasyan, A.O., Heteroatom Chem., 1997, vol. 8, no. 2, pp. 185-190.
28. Kas'yan, L.I., Kas'yan, A.O., Gorb, L.G., and Klebanov, B.M., Zh. Org. Khim., 1995, vol. 31, no. 5, pp. 678-688; Kasyan, L.I., Okovity, S.I., and Kasyan, A.O., Heteroatom Chem., 1997, vol. 8, no. 2, pp. 185-190.
29. Krasuskii, K.A., Zh. Obshch. Khim., 1936, vol. 6, no. 3, pp. 460-469.
30. Parker, R.E. and Isaacs, N.C., Chem. Rev., 1959, vol. 59, no. 9, pp. 737-799; Gorzynski, S.J., Synthesis, 1984, no. 8, pp. 629-656; Kirk, D.N., Chem. Ind., 1973, no. 3, pp. 109-116.
31. Parker, R.E. and Isaacs, N.C., Chem. Rev., 1959, vol. 59, no. 9, pp. 737-799; Gorzynski, S.J., Synthesis, 1984, no. 8, pp. 629-656; Kirk, D.N., Chem. Ind., 1973, no. 3, pp. 109-116.
32. Parker, R.E. and Isaacs, N.C., Chem. Rev., 1959, vol. 59, no. 9, pp. 737-799; Gorzynski, S.J., Synthesis, 1984, no. 8, pp. 629-656; Kirk, D.N., Chem. Ind., 1973, no. 3, pp. 109-116.
33. Kasyan, L.I., Sereda, S.V., Potekhin, K.A., and Kasyan, A.O., Heteroatom Chem., 1997, vol. 8, no. 2, pp. 177-184.
34. Shashkov, A.S., Cherepanova, E.G., Kas'yan, L.I., Gnedenkov, L.Yu., and Bombushkar', M.F., Izv. Akad. Nauk SSSR, Ser. Khim., 1980, no. 3, pp. 564-569.
35. Nakanisi, K., Infrakrasnye spektry i stroenie organicheskikh soedinenii (IR Spectra and Organic Compounds Structure), Moscow: Mir, 1965.
36. Lukevits, E.Ya., Libert, L.I., and Voronkov, M.G., Usp. khimii, 1970, vol. 29, no. 11, pp. 2005-2024.