A regioselective palladium-free protocol for accessing unsymmetrical biaryls through ring transformation of 6-aryl-α-pyrones

Tetrahedron Letters

Volumn 48, Issue 41, 2007, Pages 7283-7286

  Kumar, Amit ^a   Singh, Fateh V ^a   Goel, Atul ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

6 ARYL ALPHA PYRONE DERIVATIVE; ACETONE; METHOXYACETONE; ORGANOMETALLIC COMPOUND; PALLADIUM; PYRONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ELECTRON; STEREOCHEMISTRY; SYNTHESIS;

EID: 34548502926     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.051     Document Type: Article

References (36)

1. Torssell K.G.B. Natural Product Chemistry (1983), Wiley, Chichester
2. Thomson R.H. The Chemistry of Natural Products (1985), Blackie and Son, Glasgow
3. Noyori R. Chem. Soc. Rev. 18 (1989) 187
4. Andersen N.G., Maddaford S.P., and Keay B.A. J. Org. Chem. 61 (1996) 9556
5. Mikes F., and Boshart G. J. Chromatogr. 149 (1978) 455
6. Yamamura K., Ono S., and Tabushi I. Tetrahedron Lett. 29 (1988) 1797
7. Yamamura K., Ono S., Ogoshi H., Masuda H., and Kuroda Y. Synlett (1989) 18
8. Liang A. Drug Fut. 27 (2002) 987
9. Ullmann F., and Bielecki J. Chem. Ber. 34 (1901) 2174
10. Taylor W.I., and Battersby A.R. Oxidative coupling of Phenols Vol. 1 (1967), Dekker, New York
11. In: de Meijere A., and Diederich F. (Eds). Metal-Catalyzed Cross-Coupling Reactions. 1st ed. Vol. 1 (2004), Wiley-VCH, Weinheim
12. In: de Meijere A., and Diederich F. (Eds). Metal-Catalyzed Cross-Coupling Reactions. 2nd ed. Vol. 2 (2004), Wiley-VCH, Weinheim
13. Hassan J., Sevignon M., Gozzi C., Schulz E., and Lemaire M. Chem. Rev. 102 (2002) 1359
14. Alberico D., Scott M.E., and Lautens M. Chem. Rev. 107 (2007) 174
15. Campeau L.-C., Stuart D.R., and Fagnou K. Aldrichim. Acta 40 (2007) 3541
16. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457
17. Woodward B.T., and Posner G.H. Adv. Cycloaddition 5 (1999) 47
18. Posner G.H., Afarinkia K., and Dai H. Org. Synth. 73 (1995) 231
19. Afarinkia K., Bearpark M.J., and Ndibwami A. J. Org. Chem. 70 (2005) 1122 and references cited therein
20. Goel A., Verma D., Dixit M., Raghunandan R., and Maulik P.R. J. Org. Chem. 71 (2006) 804
21. Goel A., Verma D., and Singh F.V. Tetrahedron Lett. 46 (2005) 8487
22. Goel A., Dixit M., and Verma D. Tetrahedron Lett. 46 (2005) 491
23. Goel A., and Dixit M. Tetrahedron Lett. 45 (2004) 8819
24. Tominaga Y. Trends Heterocycl. Chem. 2 (1991) 43-83
25. Singh F.V., Kumar V., and Goel A. Synlett (2007) 2086
26. Goel A., Singh F.V., Sharon A., and Maulik P.R. Synlett (2005) 623
27. Goel A., Singh F.V., and Verma D. Synlett 13 (2005) 2027
28. Goel A., Singh F.V., Dixit M., Verma D., Raghunandan R., and Maulik P.R. Chem. Asian J. 2 (2007) 239
29. Pratap R., and Ram V.J. Tetrahedron Lett. 47 (2006) 5389
30. Pratap R., Kumar B., and Ram V.J. Tetrahedron 62 (2006) 8158
31. 3O 336.0587; found, 336.0577.
32. Cozzi F., Cinquini M., Annuziata R., and Siegel J.S. J. Am. Chem. Soc. 115 (1993) 5330
33. Grilli S., Lunazzi L., Mazzanti A., and Pinamonti M. Tetrahedron 60 (2004) 4451
34. Grilli S., Lunazzi L., Mazzanti A., and Pinamonti M. J. Org. Chem. 67 (2002) 5733
35. Bolm C., Hildebrand J.P., Muniz K., and Hermanns N. Angew Chem., Int. Ed. 40 (2001) 3284
36. McCarthy M., and Guiry P.J. Tetrahedron 57 (2001) 3809