Ligand-free Stille cross-coupling reaction using Pd/CaCO3 as catalyst reservoir

Tetrahedron Letters

Volumn 48, Issue 43, 2007, Pages 7671-7674

  Coelho, Aline V ^a   de Souza, Andréa Luzia F ^a   de Lima, Paulo G ^a   Wardell, James L ^a   Antunes, O A C ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; BENZENE DERIVATIVE; CALCIUM CARBONATE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TRIBUTYLPHENYLTIN; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CROSS COUPLING REACTION; STILLE REACTION;

EID: 34648847044     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.091     Document Type: Article

References (43)

1. Stille J.K. Pure Appl. Chem. 57 (1985) 1771
2. Stille J.K. Angew. Chem., Int. Ed. Engl. 25 (1986) 508
3. Hassa J., Savignon M., Gozzi C., Schulz E., and Lemaire M. Chem. Rev. 102 (2002) 1359
4. Littke A.F., and Fu G.C. Angew. Chem., Int. Ed. 41 (2002) 4176
5. Espinet P., and Echavarren A.M. Angew. Chem., Int. Ed. 43 (2004) 4704
6. Nicolaou K.C., Li Y., Sugita K., Monenschein H., Guntupali P., Mitchell H.J., Fylaktakidou K.C., Vourloumis D., Giannakakou P., and O'Brate A. J. Am. Chem. Soc. 125 (2003) 15443
7. Kadota I., Takamura H., Sato K., Ohno A., Matsuda K., and Yamamoto Y. J. Am. Chem. Soc. 125 (2003) 46
8. Lin S., Chen C., and Lee Y. J. Org. Chem. 68 (2003) 2968
9. Boger D.L., Ichikawa S., and Jing H. J. Am. Chem. Soc. 122 (2000) 12169
10. Kuribayashi T., Gohya S., Mizuno Y., and Satoh S. J. Carbohydr. Chem. 18 (1999) 383
11. Nicolaou K.C., King N.P., Finlay M.R.V., He Y., Roschangar F., Vourloumis D., Vallberg H., Sarabia F., Ninkovic S., and Hepworth D. Bioorg. Med. Chem. 7 (1999) 665
12. Heidenreich R.G., Krauter J.G.E., Pietsch J., and Köhler K. J. Mol. Catal. A: Chem. 182-183 (2002) 499
13. Köhler K., Heidenreich R.G., Krauter J.G.E., and Pietsch J. Chem. Eur. J. 8 (2002) 622
14. Colacot T.J., Gore E.S., and Kuber A. Organometallics 21 (2002) 3301
15. LeBlond C.R., Andrews A.T., Sun Y., and Sowa Jr. J.T. Org. Lett. 3 (2001) 1555
16. Narayanan R., and El-Sayed M.A. J. Catal. 234 (2005) 348
17. Narayanan R., and El-Sayed M.A. J. Am. Chem. Soc. 125 (2003) 8340
18. Köhler K., Wagner M., and Djakovitch L. Catal. Today 66 (2001) 105
19. Yin L., and Liebscher J. Chem. Rev. 107 (2007) 133
20. Parrish D.A., Zou Z., Allen C.L., Day C.S., and King S.B. Tetrahedron Lett. 46 (2005) 8841
21. Bogliotti N., and Dalko P.I. Tetrahedron Lett. 46 (2005) 6915
22. Murakami M., Hasegawa N., Hayashi M., and Ito Y. J. Org. Chem. 56 (1991) 7356
23. Oliveira B.L., and Antunes O.A.C. Lett. Org. Chem. 4 (2007) 13
24. Genêt J.P., and Savignac M. J. Organomet. Chem. 576 (1999) 305
25. Brunner H., Courey N.C., and Genêt J.P. Tetrahedron Lett. 40 (1999) 4815
26. Leadbeater N.E., and Marco M. J. Org. Chem. 68 (2003) 888
27. Nájera C., Gil-Moltó J., and Karlström S. Adv. Synth. Catal. 346 (2004) 1798
28. Liang B., Dai{dotless}́ M., Chen J., and Yang Z. J. Org. Chem. 70 (2005) 391
29. Rollet P., Kleist W., Dufaud V., and Djakovitch L. J. Mol. Catal. A: Chem. 241 (2005) 39
30. Solabannavar S.B., Desai U.V., and Mane R.B. Green Chem. 4 (2002) 347
31. Li J., Hu X., and Xie Y. Tetrahedron 62 (2006) 31
32. Wolf C., and Lerebours R. J. Org. Chem. 68 (2003) 7551
33. Silva A.C., Souza A.L.F., and Antunes O.A.C. J. Organometal. Chem. 692 (2007) 3104
34. Perez R., Veronese D., Coelho F., and Antunes O.A.C. Tetrahedron Lett. 47 (2006) 1325
35. 3, 50 MHz) δ 7.55, 13.8, 27.5, 29.2, 128.3, 136.6, 142.2.
36. 3, 50 MHz) δ 140.8, 128.4, 126.9, 126.8. GC-MS: m/z 154, 77.
37. 3, 50 MHz) δ 157.3, 149.6, 139.3, 136.6, 128.8, 128.7, 126.8, 122.0, 120.4. GC-MS: m/z 156, 127, 78.
38. Andrews S.P., Stepan A.F., Tanaka H., Ley S.V., and Smith M.D. Adv. Synth.Catal. 347 (2005) 647
39. Ji Y., Jain S., and Davis R.J. J. Phys. Chem. B 109 (2005) 17232
40. Cassol C.C., Umpierre A.P., Machado G., Wolke S.I., and Dupont J. J. Am. Chem. Soc. 127 (2005) 3298
41. Yu K., Sommer W., Richardson J., Weck M., and Jones C.W. Adv. Synth. Catal. 347 (2005) 161
42. Weck M., and Jones C.W. Inorg. Chem. 46 (2007) 1865
43. Alimardanov A., Schmieder-van de Vondervoort L., de Vries A.H.M., and de Vries J.G. Adv. Synth. Catal. 346 (2004) 1812