Molecular sieves-supported palladium(II) catalyst: Suzuki coupling of chloroarenes and an easy access to useful intermediates for the synthesis of irbesartan, losartan and boscalid

Tetrahedron

Volumn 66, Issue 13, 2010, Pages 2301-2305

  Dey, Raju ^a   Sreedhar, Bojja ^b   Ranu, Brindaban C ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

^b INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Chemoselectivity; Chloroarenes; Molecular sieves; Palladium(II) chloride; Suzuki reaction

Indexed keywords

BOSCALID; CHLOROBENZENE; FUNGICIDE; IRBESARTAN; LOSARTAN; NANOPARTICLE; PALLADIUM; TETRABUTYLAMMONIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; PRIORITY JOURNAL; ROENTGEN SPECTROSCOPY; SCANNING ELECTRON MICROSCOPE; SUZUKI REACTION; X RAY PHOTOELECTRON SPECTROSCOPY;

EID: 77349104068     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.02.011     Document Type: Article

References (40)

1. Desmarets C., Omar-Amrani R., Walcarius A., Lambert J., Champagne B., Fort Y., and Schneider R. Tetrahedron 64 (2008) 372-381
2. Baxendale T.H., Griffiths-Jones C.M., Ley S.V., and Tranmer J.K. Chem.-Eur. J. 12 (2006) 4407-4416
3. Dubbaka S.R., and Vogel P. Org. Lett. 6 (2004) 95-98
4. Littke A.F., and Fu G.C. Angew. Chem., Int. Ed. 37 (1998) 3387-3388
5. Old D.W., Wolfe J.P., and Buchwald S.L. J. Am. Chem. Soc. 120 (1998) 9722-9723
6. Fairlamb I.J.S., Kapdi A.R., and Lee A.F. Org. Lett. 6 (2004) 4435-4438 and references cited therein
7. Kotha S., Lahiri K., and Kashinath D. Tetrahedron 58 (2002) 9633-9695
8. Lipshutz B.H., Peterson T.B., and Abela A.R. Org. Lett. 10 (2008) 1333-1336
9. Wolf C., and Ekoue-Kovi K. Eur. J. Org. Chem. (2006) 1917-1925
10. Dong C.G., and Hu Q.-S. J. Am. Chem. Soc. 127 (2005) 10006-10007
11. Xi Z., Zhou Y., and Chen W. J. Org. Chem. 73 (2008) 8497-8501
12. Uozumi Y., and Nakai Y. Org. Lett. 4 (2002) 2997-3000
13. Thathagar M.B., Beckers J., and Rothenberg G. J. Am. Chem. Soc. 124 (2002) 11858-11859
14. Mori K., Yamaguchi K., Hara T., Mizugaki T., Ebitani K., and Kaneda K. J. Am. Chem. Soc. 124 (2002) 11572-11573
15. Yin L., and Liebscher J. Chem. Rev. 107 (2007) 133-173
16. Spencer A. J. Organomet. Chem. 270 (1984) 115-120
17. Spencer A. J. Organomet. Chem. 258 (1983) 101-108
18. Garrett C.E., and Prasad K. Adv. Synth. Catal. 346 (2004) 889-900
19. Welch C.J., Albaneze-Walker J., Leonard W.R., Biba M., Dasilva J., Henderson D., Laing B., Mathre D.J., Spencer S., Bu X., and Wang T. Org. Process Res. Dev. 9 (2005) 198-205
20. Gates B.C. Chem. Rev. 95 (1995) 511-522
21. Bergbreiter D.E. Med. Res. Rev. 19 (1999) 439-450
22. Choi M., Lee D.-H., Na K., Yu B.W., and Ryoo R. Angew. Chem., Int. Ed. 48 (2009) 3673-3676
23. Choudary B.M., Madhi S., Chowdari N.S., Kantam M.L., and Sreedhar B. J. Am. Chem. Soc. 124 (2002) 14127-14136
24. Wan Y., Wang H., Zhao Q., Klingstedt M., Terasaki O., and Zhao D. J. Am. Chem. Soc. 131 (2009) 4541-4550
25. Crudden C.M., Sateesh M., and Lewis R. J. Am. Chem. Soc. 127 (2005) 10045-10050
26. Mori K., Hara T., Oshiba M., Mizugaki T., Ebitani K., and Kaneda K. New J. Chem. 29 (2005) 1174-1181
27. Gallon B.J., Kojima R.W., Kaner R.B., and Diaconescu P.L. Angew. Chem., Int. Ed. 46 (2007) 7251-7254
28. Wu L., Li B.-L., Huang Y.-Y., Zhou H.-F., He Y.-M., and Fan Q.-H. Org. Lett. 8 (2006) 3605-3608
29. Kim J.-H., Kim J.-W., Shpkouhimehr M., and Lee Y.-S. J. Org. Chem. 70 (2005) 6714-6720
30. Tao B., and Boykin D.W. J. Org. Chem. 69 (2004) 4330-4335
31. LeBlond C.R., Andrews A.T., Sun Y., and Sowa J.R. Org. Lett. 3 (2001) 1555-1557
32. Maltogno G., Polsonetti G., and Tauszik G.R. J. Electron Spectrosc. Relat. Phenom. 14 (1978) 237-243
33. Wehner P.S., Tustin G.C., and Gustafson B.L. J. Catal. 88 (1984) 246-248
34. Hun W., Liu C., and Jin Z. Adv. Synth. Catal. 350 (2008) 501-508
35. Maegawa T., Takahashi T., Yoshimura M., Suzuka H., Monguchi Y., and sajiki H. Adv. Synth. Catal. 351 (2009) 2091-2095
36. Bernhart C.A., Perreault P.M., Ferrari B.P., Muneaux Y.A., Assens J.-L.A., Clement J., Haudricourt F., Muneaux C.F., Taillades J.E., Vignal M.A., Gougat J., Guiraudou P.R., Lacour C.A., Roccon A., Cazallbon C.F., Breliere J.-C., LeFur G., and Nisato D. J. Med. Chem. 36 (1993) 3371-3380
37. Baudoin O. Angew. Chem., Int. Ed. 46 (2007) 1373-1375
38. Goubet D., Meric P., Dormoy J.-R., and Moreau P. J. Org. Chem. 64 (1999) 4516-4518
39. Gooben L.J., Deng G., and Levy L.M. Science 313 (2006) 662-664
40. Kohiki S., and Hamada T. J. Mater. Sci. 25 (1990) 1344-1346