The first chemoselective synthesis of functionalized 3-vinylpyrroles

Tetrahedron Letters

Volumn 44, Issue 17, 2003, Pages 3501-3503

  Trofimov, Boris A ^a   Demenev, Andrey P ^a   Sobenina, Lyubov' N ^a   Mikhaleva, Al'bina I ^a   Tarasova, Ol'ga A ^a  

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

Author keywords

Cyanoacetamide; Cyanoacetate; Functional 3 vinylpyrroles; Malononitrile; Pyrrole 3 carbodithioates

Indexed keywords

ACID; CYANOACETAMIDE; CYANOACETIC ACID; DIMETHYL SULFOXIDE; MALONONITRILE; POTASSIUM HYDROXIDE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ALKYLATION; ARTICLE; CYCLIZATION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOSPECIFICITY; SYNTHESIS;

EID: 0037459850     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00679-8     Document Type: Article

References (24)

1. Burns D.H., Smith K.M. J. Chem. Res. (S). 6:1990;178.
2. Murase M., Yoshida S., Hosaka T., Tobinaga S. Chem. Pharm. Bull. 39:1991;489.
3. Selim M.A. Aswan Sci. Technol. Bull. 13:1992;60.
4. Xiao D., Ketcha D.M. J. Heterocyclic Chem. 32:1995;499.
5. Bakhshi A.K., Lovleen A. Superlattices Microstruct. 13:1993;437.
6. Berlin A., Canavesi A., Pagani G., Schiavon G., Zecchin S., Zotti G. Synth. Met. 84:1997;451.
7. Entezami A., Rahmatpour A. Eur. Polym. J. 34:1998;871.
8. Kim I.T., Elsenbaumer R.L. Macromolecules. 33:2000;6407.
9. Gossauer A. Die chemie der Pyrrole. 1974;Springer-Verlag, Berlin-Heidelberg-New York.
10. Jones R.A., Bean G.P. The Chemistry of Pyrroles. 1989;Academic Press, New York.
11. Hayes R.T., Wasielewski M.R., Gosztola D. J. Am. Chem. Soc. 122:2000;5563.
12. Harmjanz M., Gill H.S., Scott M.J. J. Am. Chem. Soc. 122:2000;10476.
13. Rurack K. Angew. Chem., Int. Ed. 40:2001;385.
14. Sour A., Boillot M.-L., Riviere E., Lesot P. Eur. J. Inorg. Chem. 12:1999;2117.
15. Trofimov B.A. The Chemistry of Heterocyclic Compounds. Pyrroles. 48:1992;Wiley, New York,
16. Sobenina, L. N.; Demenev, A. P.; Mikhaleva, A. I.; Trofimov, B. A. Usp. Khim. 2002, 71, 641. See also Russ. Chem. Rev. 2002, 71, 563.
17. Hartke K., Radau S. Liebigs Ann. Chem. 1974;2110.
18. Tominaga Y., Matsuoka Y., Oniyama Y., Uchimura Y., Komiya H., Hirayama M., Kohra S., Hosomi A. J. Heterocyclic Chem. 27:1990;647.
19. Sobenina L.N., Mikhaleva A.I., Sergeeva M.P., Petrova O.V., Aksamentova T.N., Kozyreva O.B., Toryashinova D.S.D., Trofimov B.A. Tetrahedron. 51:1995;4223.
20. Dell'Erba C., Giglio A., Mugnoli A., Novi M., Petrillo G., Stagnaro P. Tetrahedron. 51:1995;5181.
21. Trofimov B.A., Sobenina L.N., Mikhaleva A.I., Demenev A.P., Tarasova O.A., Ushakov I.A., Zinchenko S.V. Tetrahedron. 56:2000;7325.
22. Trofimov B.A., Vitkovskaya N.M., Kobychev V.B., Larionova E.Y., Sobenina L.N., Mikhaleva A.I., Demenev A.P. Sulfur Lett. 24:2001;181.
23. 2S (340.44): calcd C, 67.03; H, 5.92; N, 8.23; S, 9.40. Found: C, 67.43; H, 5.60; N, 8.41; S, 9.73.
24. Trofimov B.A., Tarasova O.A., Mikhaleva A.I., Kalinina N.A., Sinegovskaya L.M., Henkelman J. Synthesis. 11:2000;1585.