A facile synthetic route to new pyrazoloisoindolones

Tetrahedron Letters

Volumn 48, Issue 23, 2007, Pages 4123-4126

  Gérard, Anne Laure ^a   Mahatsekake, Clément ^a   Collot, Valérie ^a   Rault, Sylvain ^a  

^a CENTRE D ETUDES ET DE RECHERCHE SUR LE MÉDICAMENT DE NORMANDIE   (France)

Author keywords

Pyrazoloisoindolones; Pyrazolylboronic ester; Suzuki cross coupling reaction

Indexed keywords

BORONIC ACID DERIVATIVE; INDOLE DERIVATIVE; PYRAZOLOISOINDOLONE DERIVATIVE; PYRAZOLYLBORONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; SYNTHESIS;

EID: 34247846014     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.04.004     Document Type: Article

References (25)

1. Toja E., Omodei-Sale A., Cattaneo C., and Galliani G. Eur. J. Med. Chem. 17 (1982) 223-227
2. Johnson, A. L. U.S. Patent 3,849,436, 1974.
3. Johnson, A. L.; Sweetser, P. B. DE 2219702, 1972.
4. Beyer E.M., Johnson A.L., and Sweetser P.B. Plant Physiol. 57 (1976) 839-841
5. Katekar G.F., and Geissler A.E. Plant Physiol. 66 (1980) 1190-1195
6. Katekar G.F., Navé J.-F., and Geissler E. Plant Physiol. 68 (1981) 1460-1464
7. Lisowski V., Enguehard C., Lancelot J.-C., Caignard D.-H., Lambel S., Léonce S., Pierre A., Atassi G., Renard P., and Rault S. Bioorg. Med. Chem. Lett. 11 (2001) 2205-2208
8. Lisowski V., Léonce S., Kraus-Berthier L., Sopková-de Oliveira Santos J., Pierré A., Atassi G., Caignard D.-H., Renard P., and Rault S. J. Med. Chem. 47 (2004) 1448-1464
9. Rochais C., Lisowski V., Dallemagne P., and Rault S. Bioorg. Med. Chem. 14 (2006) 8162-8175
10. McKusick, B. C. Ger. Offen. 2161180, 1972.
11. Bousquet E.W., Moran M.D., Harmon J., Johnson A.L., and Summers J.C. J. Org. Chem. 40 (1975) 2208-2211
12. Merot P., Gadreau C., and Foucaud A. Tetrahedron 37 (1981) 2595-2599
13. Islami M.R., Abedini-Torghabeh J., Fatemi S.J., Hassani Z., and Amiry A. Synlett 10 (2004) 1707-1710
14. Johnson A.L., and Sweetser P.B. J. Org. Chem. 41 (1976) 110-114
15. Voitenko Z.V., Pokholenko O.A., Kondratov I.S., Kovtunenko V.O., André C., and Wolf J.G. Phosphorus, Sulfur Silicon Relat. Elem. 180 (2005) 163-177
16. Chupp J.P., Leo G.C., and Molyneaux J.M. J. Heterocycl. Chem. 28 (1991) 613-617
17. Johnson, A. L.; Sweetser, P. B. U.S. Patent 3,948,937, 1976.
18. Gérard A.-L., Bouillon A., Mahatsekake C., Collot V., and Rault S. Tetrahedron Lett. 47 (2006) 4665-4669
19. Young M.B., Barrow J.C., Glass K.L., Lundell G.F., Newton C.L., Pellicore J.M., Rittle K.E., Selnick H.G., Stauffer K.J., Vacca J.P., Williams P.D., Bohn D., Clayton F.C., Cook J.J., Krueger J.A., Kuo L.C., Lewis S.D., Lucas B.J., McMasters D.R., Miller-Stein C., Pietrak B.L., Wallace A.A., White R.B., Wong B., Yan Y., and Nantermet P.G. J. Med. Chem. 47 (2004) 2995-3008
20. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457-2483
21. Suzuki A. J. Organomet. Chem. 576 (1999) 147-168
22. Kotha S., and Kashinath D. Tetrahedron 58 (2002) 9633-9695
23. Gérard A.-L., Lisowski V., and Rault S. Tetrahedron 61 (2005) 6082-6086
24. 2O: C, 63.83; H, 2.68; N, 14.89. Found: C, 63.68; H, 2.56; N, 14.67.
25. 2: C, 66.00; H, 4.03; N, 13.99. Found: C, 65.87; H, 3.86; N, 13.72.