2,3-Disubstituted pyrrolo[2,3-b]quinoxalines via aminopalladation- reductive elimination

Tetrahedron Letters

Volumn 45, Issue 11, 2004, Pages 2431-2434

  Arcadi, Antonio ^a   Cacchi, Sandro ^b   Fabrizi, Giancarlo ^b   Parisi, Luca M ^b  

^a UNIVERSITY OF L'AQUILA   (Italy)

^b SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

Alkynes; Aminopalladation reductive elimination; Cyclization; Palladium; Quinoxalines

Indexed keywords

HALIDE; NITROGEN DERIVATIVE; PALLADIUM COMPLEX; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; POTASSIUM CARBONATE; QUINOXALINE DERIVATIVE; VINYL DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; REACTION ANALYSIS; REDUCTION; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; SYNTHESIS; TEMPERATURE DEPENDENCE;

EID: 1242286926     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.058     Document Type: Article

References (25)

1. Harmenberg J., Akesson-Johansson A., Gräslund A., Malmfors T., Bergman J., Wahren B., Akerfeldt S., Lundblad L., Cox S. Antiviral Res. 15:1991;193.
2. David R. Exp. Opin. Invest. Drug. 7:1998;1063.
3. Naylor M.A., Stephen M.A., Nolan J., Sutton B., Tochcer J.H., Fielden E.M., Adams G.E., Strafford I.J. Anticancer Drug Res. 8:1993;439.
4. Campiani G., Cappelli A., Nacci V., Anzini M., Vomero S., Hamon M., Cagnotto A., Fracasso C., Uboldi C., Caccia S., Consolo S., Mennini T. J. Med. Chem. 40:1997;3670.
5. Campiani G., Morelli E., Gemma S., Nacci V., Butini S., Hamon M., Novellino E., Greco G., Cagnotto A., Goegan M., Cervo L., Dalla Valle F., Fracasso C., Caccia S., Mennini T. J. Med. Chem. 42:1999;4362.
6. See, for example: Kreher R., Use G. Tetrahedron Lett. 1978;4671.
7. Ames D.E., Mitchell J.C., Takundwa C.C. J. Chem. Res. 1985;144.
8. Sugita M., Mitsuhashi K. J. Heterocycl. Chem. 29:1992;771.
9. Zhang X.-c., Huang W.-y. Tetrahedron. 54:1998;12465.
10. Kobayashi K., Matoba T., Irisawa S., Matsumoto T., Morikawa O., Konishi H. Chem. Lett. 1998;551.
11. Kobayashi K., Matsumoto T., Irisawa S., Yoneda K., Morikawa O., Konishi H. Heterocycles. 55:2001;973. RefS. [4a,b].
12. Wu Z., Ede N.J. Tetrahedron Lett. 42:2001;8115.
13. Li J.J., Gribble G.W. Baldwin J.E., Williams R.M. Palladium in Heterocyclic Chemistry. A Guide for Synthetic Chemists. 2000;Pergamon, Amsterdam.
14. Li J.J., Yue W.S. Tetrahedron Lett. 40:1999;4507.
15. Dinsmore A., Garner C.D., Joule J.A. Tetrahedron. 54:1998;3291.
16. Li J.J. J. Org. Chem. 64:1999;8425.
17. For a review, see: Battistuzzi G., Cacchi S., Fabrizi G. Eur. J. Org. Chem. 2002;2671.
18. Sarges R., Howard H.R., Browne R.G., Lebel L.A., Seymour K., Koe B.K. J. Med. Chem. 33:1990;2240.
19. Usherwood E.H., Whiteley M.A. J. Chem. Soc. 1923;1069.
20. 3: C, 42.88; H, 2.70; N, 18.75. Found: C, 42.74; H, 2.67; N, 18.88.
21. Tanaka K., Takahashi H., Takimoto K., Sugita M., Mitsuhashi K. J. Heterocycl. Chem. 29:1992;771.
22. Iwata S., Sakajyo M., Tanaka K. J. Heterocycl. Chem. 31:1994;1433.
23. Sonogashira K. Diederich F., Stang P.J. Metal-Catalyzed Cross-Coupling Reactions. 1998;203 Wiley-WCH, Weinheim.
24. Sonogashira K. Negishi E. Handbook of Organopalladium Chemistry for Organic Synthesis. Vol. 1:2002;493 Wiley, New York.
25. 3O: C, 79.13; H, 5.58; N, 11.07. Found: C, 78.80; H, 5.56; N, 11.03.