Toward Pyrrolo[2,3- d ]pyrimidine scaffolds

Journal of Organic Chemistry

Volumn 75, Issue 15, 2010, Pages 5343-5346

  El Kaïm, Laurent ^a   Grimaud, Laurence ^a   Wagschal, Simon ^a  

^a Ecole Nationale Superieure de Techniques Avancees   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIZATION; SCAFFOLDS;

ALKYLIDENES; BASE CATALYZED; FUSED SYSTEM; INTRAMOLECULAR CYCLIZATIONS;

AROMATIC COMPOUNDS;

FORMALDEHYDE; PYRROLO[2,3 D]PYRIMIDINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; ISOMERIZATION; SONOGASHIRA REACTION;

EID: 77955160016     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo100759b     Document Type: Article

References (20)

1. Dömling, A. Chem. Rev. 2006, 106, 17-89
2. Zhu, J.; Bienaymé, H. Multicomponent Reactions; Wiley-VCH: Weinheim, 2005.
3. Orru, R. V. A.; De Greef, M. Synthesis 2003, 1471-1499
4. El Kaim, L.; Grimaud, L.; Oble, J. Angew. Chem., Int. Ed. 2005, 44, 7165-7169
5. El Kaim, L.; Gizolme, M.; Grimaud, L.; Oble, J. J. Org. Chem. 2007, 72, 4169-4180
6. For a review on Ugi-Smiles reactions, see: El Kaïm, L.; Grimaud, L. Mol. Diversity DOI 10.1007/s11030-009-9175-3.
7. Oble, J.; El Kaïm, L.; Gizzi, M.; Grimaud, L. Heterocycles 2007, 73, 503-517
8. El Kaim, L.; Gizzi, M.; Grimaud, L. Org. Lett. 2008, 10, 3417-3419
9. For an Ugi/Heck reaction toward indoles, see: Kalinski, C.; Umkehrer, M.; Schmidt, J.; Ross, G.; Kold, J.; Burdack, C.; Hiller, W.; Hoffmann, S. D. Tetrahedron Lett. 2006, 47, 4683-4686
10. Chinchilla, R.; Nájera, C. Chem. Rev. 2007, 107, 874-922
11. Liu, Z.; Li, D.; Li, S.; Bai, D.; He, X.; Hu, Y. Tetrahedron 2007, 63, 1931-1936
12. El Kaim, L.; Gamez-Montaño, R.; Grimaud, L.; Ibarra-Rivera, T. Chem. Commun. 2008, 1350-1352
13. Arcadi, A.; Cacchi, S.; Fabrizi, G.; Marinelli, F. Synlett 2000, 5, 647-649
14. For a related oxidation, see: Bernini, R.; Cacchi, S.; Fabrizi, G.; Filisti, E.; Sferrazza, A. Synlett 2009, 1245-1250
15. Bundy, G. L.; Ayer, D. E.; Banitt, L. S.; Belonga, K. L.; Mizsak, S. A.; Palmer, J. R.; Tustin, J. M.; Chin, J. E.; Hall, E. D. J. Med. Chem. 1995, 38, 4161-4163
16. Traxler, P. M.; Furet, P.; Mett, H.; Buchdunger, E.; Meyer, T.; Lydon, N. J. Med. Chem. 1996, 39, 2285-2292
17. Weisner, J. B.; Ugarkar, B. G.; Castellino, A. J.; Barankiewicz, J.; Dumas, D. P.; Gruber, H. E.; Foster, A. C.; Erion, M. D. J. Pharmacol. Exp. Ther. 1999, 289, 1669-1677
18. Marcaccini, S.; Pepino, R.; Pozo, M. C. Tetrahedron Lett. 2001, 42, 2727-2728
19. Bossio, R.; Marcos, C. F.; Marcaccini, S.; Pepino, R. Heterocycles 1997, 45, 1589-1592
20. Bossio, R.; Marcos, C. F.; Marcaccini, S.; Pepino, R. Synthesis 1997, 1389-1390