Divergent sequential reactions of β-(2-aminophenyl)-α,β- ynones with nitrogen nucleophiles

Tetrahedron

Volumn 60, Issue 50, 2004, Pages 11391-11398

  Rossi, Elisabetta ^a   Abbiati, Giorgio ^a   Canevari, Valentina ^a   Nava, Donatella ^a   Arcadi, Antonio ^b  

^a UNIVERSITY OF MILAN   (Italy)

^b UNIVERSITY OF L'AQUILA   (Italy)

Author keywords

ynones; Nitrogen nucleophiles; Quinazolines; Quinolines; Sequential reactions

Indexed keywords

ALKYL GROUP; AMIDINE; AMINE; BENZENE DERIVATIVE; CHLORIDE; IMINE; KETONE DERIVATIVE; NITROGEN; PHENYL GROUP; QUINAZOLINE DERIVATIVE;

ALKYLATION; ARTICLE; ARYLATION; CYCLIZATION; DEGRADATION KINETICS; HIGH TEMPERATURE; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; PRIORITY JOURNAL; REACTION ANALYSIS; SEQUENTIAL ANALYSIS; SYNTHESIS;

EID: 8644262361     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.09.082     Document Type: Article

References (17)

1. E. Rossi, G. Abbiati, A. Arcadi, and F. Marinelli Tetrahedron Lett. 42 2001 3705 3708
2. A. Arcadi, F. Marinelli, and E. Rossi Tetrahedron 55 1999 13233 13250
3. G. Abbiati, A. Arcadi, F. Marinelli, and E. Rossi Eur. J. Org. Chem. 2003 1423 1427
4. A. Fayol, and J. Zhu Angew. Chem. Int. Ed. 41 2002 3633 3635
5. S. Cacchi, G. Fabrizi, and F. Marinelli Synlett 1999 401 402
6. M. Suginome, T. Fukuda, and Y. Ito Org. Lett. 1 1999 1977 1979
7. S. Torii, L.H. Xu, M. Sadakane, and H. Okumoto Synlett 1992 513 514
8. T. Masquelin, and D. Obrecht Tetrahedron 53 1997 641 646
9. For a review on the static and dynamic stereochemistry of push-pull ethylenes see: J. Sandström Top Stereochem. 14 1983 83 181
10. For recent advances in enaminones see: (a) R.R. Pappalardo, E. Sánchez Marcos, M.F. Ruiz-López, D. Rinaldi, and J.-L. Rivali J. Am. Chem. Soc. 115 1991 3722
11. J.L. Chiara, A. Gómez-Sánchez, and J. Bellanato J. Chem. Soc., Perkin Trans. 2 1998 1797 1806
12. P. Gilli, V. Bertolasi, V. Ferretti, and G. Gilli J. Am. Chem. Soc. 122 2000 10405 10417
13. J.C. Garro, G.D. Manzanares, G.N. Zamarbide, C.A. Ponce, M.R. Estrada, and E.A. Jauregui Theochem 545 2001 17 27
14. A. Navarro-Vásquez, A. García, and D. Domínguez J. Org. Chem. 67 2002 3213 3220
15. P. Perlmutter Conjugate Addition Reactions in Organic Synthesis J.E. Baldwin P.D. Magnus Tetrahedron Organic Chemistry Series Vol. 9 1992 Pergamon Oxford
16. F.C. Cooper, and M.W. Partridge Org. Synth. 36 1956 64 66
17. H. Yoshida, T. Ogata, and S. Inokawa Bull. Chem. Soc. Jpn 52 1979 1541 1542