3-Substituted 4-bromo-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1- yloxyl radicals as versatile synthons for synthesis of new paramagnetic heterocycles

Synthesis

Volumn , Issue 10, 1998, Pages 1476-1482

  Kálai, Tamás ^a   Balog, María ^a   Jekö, József ^b   Hideg, Kálmán ^a  

^a UNIVERSITY OF PÉCS   (Hungary)

^b Alkaloida Chemical Company Ltd   (Hungary)

Author keywords

Organomercury compounds; Spin labels; Sulfides; Thiazepines; Thiophenes

Indexed keywords

HETEROCYCLIC COMPOUND; NITROXIDE DERIVATIVE; PYRROLE DERIVATIVE; RADICAL;

ARTICLE; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; REACTION ANALYSIS; SPIN LABELING; SYNTHESIS;

EID: 0031784474     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-2178     Document Type: Article

References (31)

1. Hideg, K.; Hankovszky, H. O. In Spin-Labeling Theory and Applications; Berliner, L. J.; Reuben, J. Eds.; Plenum Press: New York, 1989; p 427.
2. Rozantsev, E. G. Free Nitroxide Radicals; Plenum Press: New York, 1970.
3. Nooy, A. E. J.; Besemer, A. C.; Bekkum, H. Synthesis 1996, 1153.
4. Couet, W. R.; Eriksson, U. G.; Brasch, R. G.; Tozer, T. N. Pharmaceutical Res. 1985, 69.
5. Connolly, T. J.; Scaiano, J. C. Tetrahedron Lett. 1997, 38, 1133.
6. Sosnovsky, G.; Maheswara Rao, N. O.; Li, S. W. J. Med. Chem. 1986, 29, 2225.
7. Tian, X.; Wang, Y.; Yang, M.; Chen, Y. Life Sci. 1997, 60, 511.
8. Steinhoff, H.; Mollaaghababa, R.; Altenbach, C.; Khorana, H. G.; Hubbell, W. L. Biophys. Chem. 1995, 56, 89.
9. Hideg, K.; Hankovszky, H. O.; Halász, H. A.; Sohár, P. J. Chem. Soc., Perkin 1. 1988, 2905.
10. Hideg, K.; Sár, P. C.; Hankovszky, H. O.; Tamás, T.; Jerkovich, Gy. Synthesis 1993, 390.
11. Kálai, T.; Bárácz, M. N.; Jerkovich, Gy.; Hankovszky, H. O.; Hideg, K. Synthesis 1995, 1278.
12. Berliner, L. J.; Grünwald, J.; Hankovszky, H. O.; Hideg, K. Anal. Biochem. 1982, 119, 450.
13. Oh, J. K.; Zhan, H.; Cui, C; Hideg, K.; Collier, R. J.; Hubbell, W. L. Science 1996, 273, 810.
14. Barratt, M. D.; Dodd, G. H.; Chapman, D. Biochem. Biophys. Acta 1969, 194, 600.
15. Zhdanov, R. I. In Bioactive Spin Labels; Zhdanov, R. I. Ed.; Springer: Berlin, 1992; p 23.
16. Chudinov, A. V.; Rozantsev, E. G.; Rosinov, B. V. Izv. Akad. Nauk. Ser.Khim. 1983, 409;
17. Chem. Abstr. 1983, 98, 197927.
18. Chudinov, A. V.; Rozantsev, E. G. Izv. Akad. Nauk. Ser.Khim. 1983, 400;
19. Chem. Abstr. 1983, 98, 179180.
20. Hideg, K.; Hankovszky, H. O.; Lex, L.; Kulcsár, Gy. Synthesis 1980, 911.
21. Hankovszky, H. O.; Hideg, K.; Lex, L. Synthesis 1980, 914.
22. Larock, R. C.; Lu, Y. J. Org. Chem. 1993, 55, 2846.
23. Griffith, O. H.; Keana, J. F. W.; Noall, D. L.; Ivey, J. L. Biochem. Biophys. Acta 1967, 148, 683.
24. Bruice, T. W.; Kenyon, G. L. J. Protein Chem. 1982, 1, 47.
25. Fiesselmann, H.; Schipprak, P. Chem. Ber. 1954, 87, 835.
26. Gronowitz, S. In The Chemistry of Heterocyclic Compounds: Thiophene and its Derivatives; Gronowitz, S. Ed.; Wiley: New York, 1984; Vol. 1; p 88.
27. Cagniant, P.; Kirsch, G. C. R. Hebd. Seances Acad. Sci., Ser. C 1975, 281, 35;
28. Chem. Abstr. 1975, 83, 178681.
29. Keana, J. F. W.; Hideg, K.; Birrell, G. B.; Hankovszky, H. O.; Ferguson, G.; Parvez, M. Can. J. Chem. 1982, 60, 1439.
30. Barker, J. M.; Huddleston, P. R. In The Chemistry of Heterocyclic Compounds: Thiophene and its Derivatives; Gronowitz, S. Ed.; Wiley: New York, 1986; Vol. 3; p 565.
31. Zhdanov, R. I.; Kapitanova, N. G.; Rozantsev, E. G. Synthesis 1977, 312.