4-hydroxy-2-quinolones 170. Synthesis and bromination of N-allylisatin

Chemistry of Heterocyclic Compounds

Volumn 45, Issue 10, 2009, Pages 1241-1247

  Ukrainets, I V ^a   Bereznyakova, N L ^a   Gorokhova, O V ^a   Shishkina, S V ^b  

^a NATIONAL UNIVERSITY OF PHARMACY   (Ukraine)

^b INSTITUTE OF HYDROBIOLOGY   (Ukraine)

Author keywords

Alkylation; Bromination; Halocyclization; N allylisatin; X ray structural analysis

Indexed keywords

EID: 77249164626     PISSN: 00093122     EISSN: 15738353     Source Type: Journal    
DOI: 10.1007/s10593-010-0413-5     Document Type: Article

References (38)

1. I. V. Ukrainets, Liu Yangyang, N. L. Bereznyakova, and A. V. Turov, Khim. Geterotsikl. Soedin., 1539 (2009).
2. I. V. Ukrainets, Liu Yangyang, N. L. Bereznyakova, and A. V. Turov, Chem. Heterocycl. Comp., 45, 1236 (2009).
3. F. A. Carey and R. J. Sundberg, Advanced Organic Chemistry. Pt. B: Reactions and Synthesis, 5th ed., Springer USA (2007), p. 310. Online version available.
4. J. W. Chern, C. Y. Shiau, and G. Y. Lu, Bioorg. Med. Chem. Lett., 1, 571 (1991).
5. M. D'hooghe, J. Baele, J. Contreras, M. Boelens, and N. De Kimpe, Tetrahedron Lett., 49, 6039 (2008).
6. T. Hu, M. Shen, Q. Chen, and C. Li, Org. Lett., 8, 2647 (2006).
7. T. M. Ugurchieva, A. V. Lozanova, M. V. Zlokazov, and V. V. Veselovsky, Russian Chem. Bull., Int. Ed., 56, 1544 (2007).
8. V. N. Britsun, A. N. Esipenko, V. I. Staninets, and M. O. Lozinskii, Khim. Geterotsikl. Soedin., 1114 (2005).
9. V. N. Britsun, A. N. Esipenko, V. I. Staninets, and M. O. Lozinskii, Chem. Heterocycl. Comp., 41, 948 (2005)].
10. I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, S. V. Shishkina, and A. V. Turov, Khim. Geterotsikl. Soedin., 736 (2007).
11. I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, S. V. Shishkina, and A. V. Turov, Chem. Heterocycl. Comp., 43, 617 (2007).
12. I. V. Ukrainets, N. L. Bereznyakova, O. V. Gorokhova, A. V. Turov, ad S. V. Shishkin, Khim. Geterotsikl. Soedin., 1180 (2007).
13. I. V. Ukrainets, N. L. Bereznyakova, O. V. Gorokhova, A. V. Turov, ad S. V. Shishkin, Chem. Heterocycl. Comp., 43, 1001 (2007)].
14. I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and A. V. Turov, Khim. Geterotsikl. Soedin., 1496 (2007).
15. I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and A. V. Turov, Chem. Heterocycl. Comp., 43, 1296 (2007)].
16. G. I. Zhungietu and M. A. Rekhter, Isatin and its Derivatives [in Russian], Shtiintsa, Kishinev (1977), p. 33.
17. H.-B. Burgi and J. D. Dunitz, Structure Correlation, Vol. 2, VCH, Weinheim (1994), p. 741.
18. M. H. Palmer, A. J. Blake, and R. O. Gould, Chem. Phys., 115, 219 (1987).
19. J. Zukerman-Schpector, E. E. Castellano, A. D. C. Pinto, J. F. M. da Silva, and M. T. F. C. Barcellos, Acta Crystallogr., C48, 760 (1992).
20. J. Zukerman-Schpector, A. D. C. Pinto, J. F. M. da Silva, and M. T. F. C. Barcellos, Acta Crystallogr., C51, 675 (1995).
21. G. Miehe, P. Susse, V. Kupcik, E. Egert, M. Nieger, G. Kunz, R. Gerke, B. Knieriem, M. Niemeyer, and W. Luttke, Angew. Chem., Int. Ed., 30, 964 (1991).
22. Yu. V. Zefirov, Kristallografiya, 42, 936 (1997).
23. S. M. Khripak, M. V. Slivka, R. V. Vilkov, R. N. Usenko, and V. G. Lendel, Khim. Geterotsikl. Soedin., 922 (2007).
24. S. M. Khripak, M. V. Slivka, R. V. Vilkov, R. N. Usenko, and V. G. Lendel, Chem. Heterocycl. Comp., 43, 781 (2007)].
25. M. V. Slivka, Dis. Cand. Chem. Sci. [in Russian], Kiev (2001).
26. M. V. Slivka, S. M. Khripak, V. N. Britsun, and V. I. Staninets, Zh. Org. Khim., 36, 1064 (2000).
27. D. G. Kim, V. V. Avdin, and L. V. Garrilova, Khim. Geterotsikl. Soedin., 1130 (1997).
28. D. G. Kim, V. V. Avdin, and L. V. Garrilova, Chem. Heterocycl. Comp., 33, 986 (1997)].
29. D. G. Kim, Khim. Geterotsikl. Soedin., 566 (1998).
30. D. G. Kim, Chem. Heterocycl. Comp., 34, 505 (1998).
31. Y. G. Kim and J. K. Cha, Tetrahedron Lett., 30, 5721 (1989).
32. L. A. Paquette, G. D. Crouse, and A. K. Sharma, J. Am. Chem. Soc., 102, 3972 (1980).
33. I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and A. V. Turov, Khim. Geterotsikl. Soedin., 1496 (2007).
34. I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and A. V. Turov, Chem. Heterocycl. Comp., 43, 1269 (2007).
35. A. F. Pozharskii, Theoretical Basis for the Chemistry of Heterocycles [in Russian], Khimiya, Moscow (1985), p. 158.
36. I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, N. L. Bereznyakova, and S. V. Shishkina, Khim. Geterotsikl. Soedin., 1502 (2006).
37. I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, N. L. Bereznyakova, and S. V. Shishkina, Chem. Heterocycl. Comp., 42, 1296 (2006).
38. G. M. Sheldrick, SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-ray Diffraction Data. Rev. 5.1 (1998).