Ring opening of [1,2,3]triazolo[1,5-a]pyrazinium salts: Synthesis and some transformations of a novel type of 2-aza-1,3-butadienes

Tetrahedron

Volumn 53, Issue 27, 1997, Pages 9393-9400

  Béres, Mariann ^a   Hajós, György ^a   Riedl, Zsuzsanaa ^a   Timári, Géza ^a   Messmer, András ^a   Holly, Sándor ^a   Schantl, Joachim G ^b  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^b UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BUTADIENE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0038322716     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00591-7     Document Type: Article

References (13)

1. Fused Azolium Salts, Part 17. Part 16: Soós, T.; Hajós, Gy.; Messmer, A. J. Org. Chem. 1997, 62, 1136; Part 15: Kotschy, A.; Hajós, Gy.; Messmer, A.; Jones, G. Tetrahedron 1996, 52, 1399
2. Fused Azolium Salts, Part 17. Part 16: Soós, T.; Hajós, Gy.; Messmer, A. J. Org. Chem. 1997, 62, 1136; Part 15: Kotschy, A.; Hajós, Gy.; Messmer, A.; Jones, G. Tetrahedron 1996, 52, 1399
3. Bátori, S.; Messmer, A. J. Heterocycl. Chem. 1994, 31, 1041
4. Riedl, Zs.; Hajós, Gy.; Messmer, A.; Kollenz, G. J. Heterocycl. Chem. 1993, 30, 819
5. Boger, D. L.; Weinreb, S. M., "Hetero Diels Alder Methodology in Organic Synthesis"; Academic Press: London, 1987; p. 255.
6. Ghosez, L.; Bayard, Ph.; Nshimyumukiza, P.; Gouverneur, V.; Sainte, F.; Beaudegnies, R.; Rivera, M.; Frisque-Hesbain, A.-M.; Wynants C. Tetrahedron 1995, 51, 11021
7. Barkley, J. V.; Gilchrist, Th. L.; d'A. Rocha Gonsalves, A. M.; Pinho e Melo, Th. M.V. D. Tetrahedron 1995, 51, 13455
8. Gilchrist, Th. L.; d'A. Rocha Gonsalves, A. M.; Th. Pinho e Melo, M.V.D. Pure Appl. Chem. 1996, 68, 859
9. Morel, G.; Marchand, E.; Pradere, J.-P.; Toupet, L.; Sinbandhit, S. Tetrahedron 1996, 52, 10095
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11. Messmer, A.; Hajós, Gy.; Timári, G.; Gelléri, A. Monatsh. Chem. 1988, 119, 1121
12. The formation of the Diels-Alder cycloadduct as the only product has been reported in an analogous case: Barluenga, J.; González, F. J.; Fustero, S.; Foces-Foces, M. C.; Cano, F. G. H.; Fehciano, A. S. J. Chem. Res (S), 1989, 66
13. Timári, G.; Hajós, Gy.; Messmer, A.; Gelléri, A. Monatsh. Chem. 1988, 119, 1037