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http://dx.doi.org/10.5012/bkcs.2011.32.8.2970

One-Pot Homo- and Cross-Coupling Reactions of Arenediazonium Tosylate Salts for the Synthesis of Biaryls and Polyaryls  

Vajpayee, Vaishali (Department of Chemistry, University of Ulsan)
Song, Young-Ho (Department of Chemistry, University of Ulsan)
Ahn, Jeong-Soo (Department of Chemistry, University of Ulsan)
Chi, Ki-Whan (Department of Chemistry, University of Ulsan)
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Abstract
One-pot homo- and cross-coupling reactions of arenediazonium tosylate salts bearing a halogen group have been exploited for the synthesis of biaryls and polyaryls under mild conditions. $Pd(OAc)_2$ has proven to be an efficient catalyst for the successful dual transformation of diazonium salts into p-quaterphenyl (3).
Keywords
Arenediazonium tosylates; Biaryl and polyaryl synthesis; Homo- and cross-coupling reactions; One-pot reaction;
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1 Filimonov, V. D.; Trusova, M.; Postnikov, P.; Krasnokutskaya, E. A.; Lee, Y. M.; Hwang, H. Y.; Hyunuk, K.; Chi, K. -W. Org. Lett. 2008, 10, 3961.   DOI   ScienceOn
2 Lee, Y. M.; Moon, M. E.; Vajpayee, V.; Filimonov, V. D.; Chi, K. -W. Tetrahedron 2010, 66, 7418.   DOI   ScienceOn
3 Moon, M. E.; Choi, Y.; Lee, Y. M.; Vajpayee, V.; Trusova, M.; Filimonov, V. D.; Chi, K. -W. Tetrahedron Lett. 2010, 51, 6769.   DOI   ScienceOn
4 Liu, L.; Zhang, Y.; Xin, B. J. Org. Chem. 2006, 71, 3994.   DOI   ScienceOn
5 Sengupta, S.; Bhattacharyya, S. J. Org. Chem. 1997, 62, 3405.   DOI   ScienceOn
6 Felpin, F. -X.; Fouquet, E. Adv. Synth. Catal. 2008, 350, 863.   DOI   ScienceOn
7 Ullmann, F.; Meyer, G. M. Ann. 1904, 332, 52.
8 Nelson, T. D.; Crouch, R. D. Org. React. 2004, 63, 265.
9 Hassan, J.; Hathroubi, C.; Gozzi, C.; Lemaire, M. Tetrahedron 2001, 57, 7845.   DOI   ScienceOn
10 Penalva, V.; Hassan, J.; Lavenot, L.; Gozzi, C.; Lemaire, M. Tetrahedron Lett. 1998, 39, 2559.   DOI   ScienceOn
11 Wang, L.; Zhang , Y.; Liu, L.; Wang, Y. J. Org. Chem. 2006, 71, 1284.   DOI   ScienceOn
12 Ram, R. N.; Singh, V. Tetrahedron Lett. 2006, 47, 7625.   DOI   ScienceOn
13 Hennings, D. D.; Iwama, T.; Rawal, V. H. Org. Lett. 1999, 1, 1205.   DOI   ScienceOn
14 Venkatraman, S.; Li, C. -J. Org. Lett. 1999, 1, 1133.   DOI   ScienceOn
15 Jutand, A.; Mosleh, A. J. Org. Chem. 1997, 62, 261.   DOI   ScienceOn
16 Kende, A. S.; Liebeskind, L. S.; Braitsch, D. M. Tetrahedron Lett. 1975, 16, 3375.   DOI   ScienceOn
17 Cepanec, I.; Litviae, M.; Udikoviae, J.; Pogoreliae, I.; Lovriae, M. Tetrahedron 2007, 63, 5614.   DOI   ScienceOn
18 Cheng, K.; Xin, B.; Zhang, Y. J. Molecular Catalysis A. Chemical 2007, 273, 240.   DOI   ScienceOn
19 Xu, Z.; Mao. J.; Zhang, Y. Catalysis Comm. 2008, 9, 97.   DOI   ScienceOn
20 Darses, S.; Michaud, G.; Genet, J.-P. Eur. J. Org. Chem. 1999, 1875.
21 Robinson, M. K.; Kochurina, V. S.; Hanna, J. M., Jr. Tetrahedron Lett. 2007, 48, 7687.   DOI   ScienceOn
22 Taylor, R. H.; Felpin, F. -X. Org. Lett. 2007, 9, 2911.   DOI   ScienceOn
23 Ganesamoorthy, C.; Mague, J. T.; Balakrishna, M. S. Eup. J. Inorg. Chem. 2008, 596.
24 Basu, B.; Das, P.; Bhuiyan, M. M. H.; Jha, S. Tetrahedron Lett. 2003, 44, 3817.   DOI   ScienceOn
25 Ichimura, K. Chem. Rev. 2000, 100, 1847.   DOI   ScienceOn
26 Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.   DOI   ScienceOn
27 Yamamoto, T. Synlett 2003, 425.
28 Bringmann, G.; Walter, R.; Weirich, R. Angew. Chem. Int. Ed. Engl. 1990, 29, 977.   DOI
29 Kraft, A.; Grimsdale, A. C.; Holmes, A. B. Angew. Chem. Int. Ed. 1998, 37, 402.   DOI   ScienceOn