Chain-ring-chain tautomerism in 2-aryl-substituted hexahydropyrimidines and 1H-2,3-dihydroperimidines. Does it appear?

Tetrahedron

Volumn 60, Issue 32, 2004, Pages 6913-6921

  Maloshitskaya, Olga ^a   Sinkkonen, Jari ^a   Ovcharenko, Vladimir V ^a   Zelenin, Kirill N ^b   Pihlaja, Kalevi ^a  

^a UNIVERSITY OF TURKU   (Finland)

^b S M KIROV MILITARY MEDICAL ACADEMY   (Russian Federation)

Author keywords

Diamines; Perimidines; Pyrimidines; Tautomerism

Indexed keywords

1,3 PROPANEDIAMINE; ALDEHYDE; DIAMINE DERIVATIVE; DIMETHYL SULFOXIDE; HYDROGEN; NAPHTHALENE DERIVATIVE; PYRIMIDINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CORRELATION ANALYSIS; EQUILIBRIUM CONSTANT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RING OPENING; SYNTHESIS;

EID: 3142779091     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.05.092     Document Type: Article

References (28)

1. Valters R.E., Flitch W. Ring-chain Tautomerism. 1985;Plenum, London
2. Valters R.E., Fülöp F., Korbonits D. Adv. Heterocycl. Chem. 66:1996;1-71
3. Lázár L., Fülöp F. Eur. J. Org. Chem. 2003;3025-3042. and references therein
4. Zelenin K.N., Alekseyev V.V., Ukraintsev I.V., Tselinsky I.V. Org. Prep. Proc. Int. 30:1998;53-61
5. Zelenin K.N., Ukraintsev I.V. Khim. Geterotsikl. Soedin. 1996;1137
6. Lázár L., Göblyös A., Evanics F., Bernáth G., Fülöp F. Tetrahedron. 54:1998;13639-13644
7. Göblyös A., Lázár L., Evanics F., Fülöp F. Heterocycles. 51:1999;2431-2438
8. Göblyös A., Lásár L., Fülöp F. Tetrahedron. 58:2002;1011-1016. and references therein
9. Sinkkonen J., Zelenin K.N., Potapov A.-K.A., Lagoda I.V., Alekseyev V.V., Pihlaja K. Tetrahedron. 59:2003;1939-1950
10. Lázár L., Göblyös A., Martinek T.A., Fülöp F. J. Org. Chem. 67:2002;4734-4741
11. Zelenin K.N., Alekseyev V.V., Ukraintsev I.V., Tselinsky I.V. Mendeleev Commun. 1997;111-112
12. Zelenin K.N., Lagoda I.V., Alekseyev V.V., Sinkkonen J., Shaikhutdinov R.A., Pihlaja K. J. Heterocycl. Chem. 39:2002;805-810
13. Zelenin K.N., Alekseyev V.V. Top. Heterocycl. Syst. 1:1996;141-156
14. Lessel J. Pharm. Acta Helv. 71:1996;109-119
15. Zelenin K.N., Potapov A.-K.A., Lagoda I.V., Alekseyev V.V., Sinkkonen J., Pihlaja K. Khim. Geterotsikl. Soedin. 9:2002;1305-1306
16. Bergmann E., Herman D., Zimkin E. J. Org. Chem. 13:1948;353-356
17. Lambert J.B., Wang G., Huseland D.E., Takiff L.C. J. Org. Chem. 52:1987;68-71
18. Vainiotalo P., Ronkanen S., Fülöp F., Pihlaja K. Tetrahedron. 46:1990;3683-3692
19. Vainiotalo P., Fülöp F., Pihlaja K. Org. Mass Spectrom. 26:1991;438-442
20. Vainiotalo P., Ronkanen S., Lehtelä P.L., Smolander R., Fülöp F., Pihlaja K. Magyar Tudományos Akadémia Szegedi Területi Bizottsága III. Saturated Heterocycles. 1993;Szeged. pp 87-94
21. Pihlaja K., Ovcharenko V., Zakrzewski A., Gawinecki R. Rapid Commun. Mass Spectrom. 14:2000;1674-1676
22. Ovcharenko V.V., Pihlaja K., Matosiuk D. Rapid Commun. Mass Spectrom. 24:2001;2502-2508
23. Pihlaja K., Taskinen A., Gawinecki R., Janota H. Rapid Commun. Mass Spectrom. 17:2003;104-106
24. Pihlaja K., Ovcharenko V.V., Oksman P., Kleinpeter E., Woller J. J. Am. Soc. Mass Spectrom. 14:2003;189-194
25. Pihlaja K., Taskinen A., Dölling W., Perjéssy A. Rapid Commun. Mass Spectrom. 17:2003;2571-2574
26. Fülöp F., Pihlaja K., Mattinen J., Bernáth G. J. Org. Chem. 52:1987;3821-3825
27. Popp F.D., Catala A. J. Heterocycl. Chem. 1:1964;108-109
28. Maquestiau A., Berte L., Mayence A., Vanden Eynde J.J. Synth. Commun. 21:1991;2171-2180