Suzuki-Miyaura cross-coupling of aryldiazonium silica sulfates under mild and heterogeneous conditions

Tetrahedron Letters

Volumn 53, Issue 4, 2012, Pages 406-408

  Zarei, Amin ^a   Khazdooz, Leila ^b   Hajipour, Abdol R ^c,d   Rafiee, Fatemeh ^c   Azizi, Ghobad ^c   Abrishami, Fatemeh ^c  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

^c ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

^d UNIVERSITY OF WISCONSIN SCHOOL OF MEDICINE AND PUBLIC HEALTH   (United States)

Author keywords

Aryldiazonium silica sulfates; Mild conditions; Pd(OAc) 2; Suzuki Miyaura cross coupling reactions

Indexed keywords

BORIC ACID; DIAZONIUM COMPOUND; LIGAND; PALLADIUM ACETATE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SILICON DIOXIDE; SODIUM DERIVATIVE; SULFATE;

ARTICLE; CATALYSIS; CATALYST; CROSS COUPLING REACTION; REACTION ANALYSIS; ROOM TEMPERATURE; SUZUKI MIYAURA CROSS COUPLING REACTION;

EID: 84155166973     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.11.053     Document Type: Article

References (47)

1. W. Phakhodee, M. Toyoda, C.M. Chou, N. Khunnawutmanotham, and M. Isobe Tetrahedron 67 2011 1150
2. A. Afonso, L. Feliu, and M. Planas Tetrahedron 67 2011 2238
3. L. Yin, and J. Liebscher Chem. Rev. 107 2007 133
4. A. Yokoyama, H. Suzuki, Y. Kubota, K. Ohuchi, H. Higashimura, and T. Yokozawa J. Am. Chem. Soc. 129 2007 7236
5. N.T.S. Phan, M. Van Der Sluys, and C.W. Jones Adv. Synth. Catal. 348 2006 609
6. A. De Meijere, and F. Diederich Metal-Catalyzed Cross-Coupling Reactions 2004 Wiley Weinheim
7. S.L. Hargreaves, B.L. Pilkington, S.E. Russell, and P.A. Worthington Tetrahedron Lett. 41 2000 1653
8. K.C. Nicolaou, J.M. Ramanjulu, S. Natarajan, S. Bräase, and F. Rübsam Chem. Commun. 1997 1899
9. N. Miyaura, and A. Suzuki Chem. Rev. 95 1995 2457
10. A. Molnar Chem. Rev. 111 2011 2251
11. R. Jana, T.P. Pathak, and M.S. Sigman Chem. Rev. 111 2011 1417
12. R. Rossi, F. Bellina, and M. Lessi Tetrahedron 67 2011 6969
13. J. Yang, P. Li, and L. Wang Synthesis 2011 1295
14. W.J. Zhou, K.H. Wang, J.X. Wang, and Z.R. Gao Tetrahedron 66 2010 7633
15. W. Chen, P. Li, and L. Wang Tetrahedron 67 2011 318
16. Z. Du, W. Zhou, F. Wang, and J.X. Wang Tetrahedron 67 2011 4914
17. P.P. Zhang, X.X. Zhang, H.X. Sun, R.H. Liu, B. Wang, and Y.H. Lin Tetrahedron Lett. 50 2009 4455
18. D.A. Alonso, J.F. Civicos, and C. Najera Synlett 2009 3011
19. T. Fujihara, S. Yoshida, H. Ohta, and Y. Tsuji Angew. Chem., Int. Ed. 47 2008 8310
20. F. Alonso, I.P. Beletskaya, and M. Yus Tetrahedron 64 2008 3047
21. G. Lu, R. Franzen, Q. Zhang, and Y. Xu Tetrahedron Lett. 46 2005 4255
22. R.H. Taylor, and F.X. Felpin Org. Lett. 9 2007 2911
23. Y. Qin, W. Wei, and M. Luo Synlett 2007 2410
24. A. Roglans, A. Pla-Quintana, and M. Moreno-Manas Chem. Rev. 106 2006 4622
25. M.B. Andrus, and C. Song Org. Lett. 3 2001 3761
26. S. Sengupta, and S.K. Sadhukhan Tetrahedron Lett. 39 1998 715
27. S. Sengupta, and S. Bhattacharyya J. Org. Chem. 62 1997 3405
28. A. Zarei, A.R. Hajipour, L. Khazdooz, B.F. Mirjalili, and A. Najafichermahini Dyes Pigments 81 2009 240
29. A. Zarei, A.R. Hajipour, and L. Khazdooz Synthesis 2009 941
30. A. Zarei, A.R. Hajipour, L. Khazdooz, and H. Aghaei Tetrahedron Lett. 50 2009 4443
31. A. Zarei, A.R. Hajipour, L. Khazdooz, and H. Aghaei Synlett 2010 1201
32. A. Zarei, L. Khazdooz, A.R. Hajipour, and H. Aghaei Dyes Pigments 91 2011 44
33. A. Zarei, L. Khazdooz, A. Pirisedigh, A.R. Hajipour, H. Seyedjamali, and H. Aghaei Tetrahedron Lett. 52 2011 4554
34. H. Zollinger Diazo Chemistry I 1994 VCH Weinheim
35. H. Zollinger The Chemistry of Amino, Nitroso 1996 Nitro and Related Groups; John Wiley and Sons New York
36. G.A. Olah, K.K. Laali, Q. Wang, and G.K.S. Prakash Onium Ions 1998 Wiley New York
37. J.M. Tour J. Org. Chem. 72 2007 7477
38. K. Barral, A.D. Moorhouse, and J.E. Moses Org. Lett. 9 2007 1809
39. A. Hubbard, T. Okazaki, and K.K. Laali J. Org. Chem. 73 2008 316
40. G. Fabrizi, A. Goggiamani, A. Sferrazza, and S. Cacchi Angew. Chem., Int. Ed. 49 2010 4067
41. F.X. Felpin, L. Nassar-Hardy, F.L. Callonnec, and E. Fouquet Tetrahedron 67 2011 2815
42. V.D. Filimonov, M. Trusova, P. Postnikov, E.A. Krasnokutskaya, Y.M. Lee, H.Y. Hwang, H. Kim, and K.W. Chi Org. Lett. 10 2008 3961
43. J.G. Taylor, A.V. Moro, and C.R.D. Correia Eur. J. Org. Chem. 2011 1403
44. M. Barbero, I. Degani, S. Dughera, and R. Fochi Synthesis 2004 2386
45. E.A. Krasnokutskaya, N.I. Semenischeva, V.D. Filimonov, and P. Knochel Synthesis 2007 81
46. D.A. Gorlushko, V.D. Filimonov, E.A. Krasnokutskaya, N.I. Semenischeva, B.S. Go, H.Y. Hwang, E.H. Cha, and K.W. Chi Tetrahedron Lett. 48 2008 1080
47. Y.M. Lee, M.U. Moon, V. Vajpayee, V.D. Filimonov, and K.W. Chi Tetrahedron 66 2010 7418