Phosphine-free Pd-salen complexes as efficient and inexpensive catalysts for Heck and Suzuki reactions under aerobic conditions

Tetrahedron Letters

Volumn 49, Issue 21, 2008, Pages 3423-3429

  Borhade, Sanjay R ^a   Waghmode, Suresh B ^a  

^a UNIVERSITY OF PUNE   (India)

Author keywords

Heck; Iodobenzene; Pd Salen; Phenylboronic acid; Suzuki

Indexed keywords

BROMINE DERIVATIVE; DIAMINE DERIVATIVE; IODINE DERIVATIVE; N,N' BIS(SALICYLIDENE) 1,2 PHENYLENEDIAMINO PALLADIUM; N,N' BIS(SALICYLIDENE)ETHYLENEDIAMINO PALLADIUM; PALLADIUM; PHOSPHINE;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; COMPLEX FORMATION; HECK REACTION; OLEFINATION; REACTION TIME; SUZUKI REACTION;

EID: 42649107461     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.03.109     Document Type: Article

References (44)

1. In: Diederich F., and Stang P.J. (Eds). Metal-Catalyzed Cross-Coupling Reactions (1998), Wiley-VCH, Weinheim
2. In: Ojima I. (Ed). Catalytic Asymmetric Synthesis. 2nd ed. (2000), Wiley-VCH, New York
3. Noyori R. Asymmetric Catalysis in Organic Chemistry (1994), John Wiley and Sons, New York
4. Tsuji J. Palladium Reagents and Catalysts (2004), Wiley, Chichester, UK
5. Negishi E. Handbook of Organopalladium Chemistry for Organic Synthesis (2002), Wiley, Chichester, UK
6. Nicolaou K.C., Bulger P.G., and Sarlah D. Angew. Chem., Int. Ed. 44 (2005) 4442
7. Stahl S.S. Angew. Chem., Int. Ed. 43 (2004) 3400
8. For reviews, see:. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457
9. Stanforth S.P. Tetrahedron 54 (1998) 263
10. Suzuki A. In: Diederich F., and Stang P.J. (Eds). Metal-Catalyzed Cross-Coupling Reactions (1998), Wiley-VCH, Weinheim, Germany 49-97
11. Suzuki A. J. Organomet. Chem. 576 (1999) 147
12. Lloyd-Williams P., and Giralt E. Chem. Soc. Rev. 30 (2001) 145
13. Wang W., Xiong C., Yang J., and Hruby V.J. Tetrahedron Lett. 42 (2001) 7717
14. Vaz B., Rosana R., Nieto M., Paniello A.I., and de Lera A.R. Tetrahedron Lett. 42 (2001) 7409
15. Schomaker J.M., and Delia T.J. J. Org. Chem. 66 (2001) 7125
16. Wong K.-T., Huang T.S., Lin Y., Wu C.-C., Lee G.-H., Peng S.M., Chou C.H., and Su Y.O. Org. Lett. 4 (2002) 513
17. Hobbs P.D., Upender V., and Dawson M.I. Synlett (1997) 965
18. Nicolaou K.C., Li H., Boddy C.N., Ramanjulu C.J.M., Brase S., and Rubsam F. Chem. Eur. J. 5 (1999) 2584
19. Nicolaou K.C., Takayanagi M., Natarajan S., and Jain N.F. Chem. Eur. J. 5 (1999) 2622
20. Kamikawa K., Watanabe T., Daimon A., and Uemura M. Tetrahedron 56 (2000) 2325
21. Paul S., and Clark J.H. Green Chem. 5 (2003) 635
22. Meijere A.de., and Meyer F.E. Angew. Chem., Int. Ed. 33 (1994) 2379
23. Mingji D., Liang B., Wang C., You Z., Xiang J., Dong G., Chen J., and Yang Z. Adv. Synth. Catal. 346 (2004) 1669
24. Farina V. Adv. Synth. Catal. 346 (2004) 1553
25. Phan N.T.S., Van Der Sluys M., and Jones C.W. Adv. Synth. Catal. 348 (2006) 609
26. Karimi B., and Enders D. Org. Lett. 8 (2006) 1237
27. Yang D., Chen Y.C., and Zhu N.Y. Org. Lett. 6 (2004) 1577
28. Gupta A.K., Song C.H., and Oh C.H. Tetrahedron Lett. 45 (2004) 4113
29. Cabri W., Candiani I., and Bedeschi A. J. Org. Chem. 58 (1993) 7421
30. Park S.B., and Alper H. Org. Lett. 5 (2003) 3209;
31. Xiao J.C., Twamley B., and Shreeve J.M. Org. Lett. 6 (2004) 3845
32. Buchmeiser M.R., and Wurst K. J. Am. Chem. Soc. 121 (1999) 11101
33. Kawano T., and Shinomaru T. Org. Lett. 4 (2002) 2545
34. Najera C., Gil-Moito J., Karlstrum S., and Falvello L.R. Org. Lett. 5 (2003) 1451
35. Reetz M.T., Westermann E., and Lohmer R. Tetrahedron Lett. 39 (1998) 449
36. Cui X., Li Z., Tao C.-Z., Xu Y., and Guo Q.-X. Org. Lett. 8 (2006) 2467
37. Iyer S., Kulkarni G.M., and Ramesh C. Tetrahedron 60 (2004) 2163
38. Mino T., Shirae Y., Sakamoto M., and Fujita T. Synlett (2003) 882
39. Mino T., Shirae Y., Sakamoto M., and Fujita T. J. Org. Chem. 70 (2005) 2191
40. Cui X., Li Z., Tao C.-Z., Xu Y., and Guo Q.-X. Tetrahedron Lett. 48 (2007) 163
41. Wu K.-M., Huang C.-A., Peng K.-F., and Chen C.-T. Tetrahedron 61 (2005) 9679
42. Lai Y.-C., Chen H.-Y., Hung W.-C., Lin C.-C., and Hong F.-E. Tetrahedron 61 (2005) 9484
43. Phan N.T.S., Brown D.H., and Styring P. Tetrahedron Lett. 45 (2004) 7915
44. Kimberly J.M., Baag J.H., and Mahdi M.A.-Omar. Inorg. Chem. 38 (1999) 4510