A new and versatile Ugi/SNAr synthesis of fused 4,5-dihydrotetrazolo[1,5-a]quinoxalines

Tetrahedron Letters

Volumn 47, Issue 12, 2006, Pages 2041-2044

  Kalinski, Cédric ^a,b   Umkehrer, Michael ^a   Gonnard, Sebastien ^a   Jäger, Nadine ^a   Ross, Günther ^a   Hiller, Wolfgang ^b  

^a Priaton GmbH   (Germany)

^b TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

Fused tetrazoloquinoxaline; Multi component reaction; Nucleophilic aromatic substitution; Tetrazole; Ugi reaction

Indexed keywords

ARGON; CYANIDE; QUINOXALINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; SUBSTITUTION REACTION; SYNTHESIS;

EID: 32644465226     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.01.027     Document Type: Article

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23. (C-F) = 7.36 Hz, C4), 155.42 (s, C1), 159.51 (s, C2), 170.19 (NC).
24. 4 and the solvent was removed. The obtained 1,5-disubstituted tetrazole 4 was purified by chromatographic methods or crystallization.
25. 4 and the resulting crude product was purified by flash chromatography.
26. 5), 7.1-7.32 (m, 8H, ar-H), 7.52-7.61 (m, 1H, ar-H). m/z (%) = 310 (100) [MH+].
27. 5). m/z (%) = 290 (100) [MH+].
28. 2CNR). m/z (%) = 242 (100) [MH+].
29. 2CNR). m/z (%) = 318 (100) [MH+].