Browse > Article
http://dx.doi.org/10.5012/bkcs.2013.34.8.2340

Rhodium-Catalyzed Highly Regioselective C-H Arylation of Imidazo[1,2-a]pyridines with Aryl Halides and Triflates  

Liu, Yi (School of Materials Science and Engineering, Northwestern Polytechnical University)
He, Lin (Lab Center of Zhongshan Campus, Guandong Pharmaceutical University)
Yin, Guoqiang (Department of Chemical Engineering, Zhongkai University of Agriculture and Engineering)
Wu, Guojie (Department of Chemical Engineering, Zhongkai University of Agriculture and Engineering)
Cui, Yingde (Department of Chemical Engineering, Zhongkai University of Agriculture and Engineering)
Publication Information
Abstract
A convenient Rh-catalyzed C-H arylation of imidazo[1,2-a]pyridines with a variety of aryl halides or triflates has been reported. This process afforded a range of biaryl compounds in excellent yields and showed high activity and broad scope.
Keywords
Rhodium catalyst; Aryl halides; Regioselective arylation; Imidazo[1,2-a]pyridines; Triflates;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Leclerc, J. P.; Fagnou, K. Angew. Chem., Int. Ed. 2006, 45, 7781-7786.   DOI   ScienceOn
2 Cao, H.; Lin, Y. G.; Zhan, H. Y.; Du, Z. D.; Lin, X. L.; Liang, Q. M.; Zhang, H. RSC Advances 2012, 2, 5972-5975.   DOI   ScienceOn
3 Cao, H.; Shen, D. S.; Zhan, H. Y.; Yang, L. Q. Synlett 2011, 10,1472-1476.
4 Cao, H.; Zhan, H. Y.; Lin, Y. G.; Lin, X. L.; Du, Z. D.; Jiang, H. F. Org. Lett. 2012, 14, 1688-1691.   DOI   ScienceOn
5 Lewis, J. C.; Berman, A. M.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2008, 130, 2493-2500.   DOI   ScienceOn
6 Lewis, J. C.; Wu, J. Y.; Bergman, R. G.; Ellman, J. A. Angew. Chem., Int. Ed. 2006, 45,1589-1591.   DOI   ScienceOn
7 Proch, S.; Kempe, R. Angew. Chem., Int. Ed. 2007, 46, 3135-3138.   DOI   ScienceOn
8 Berman, A. M.; Lewis, J. C.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2008, 130, 14926-14927.   DOI   ScienceOn
9 Arockiam, P.; Poirier, V.; Fischmeister, C.; Bruneau, C.; Dixneuf, P. H. Green Chem. 2009, 11, 1871-1875.   DOI   ScienceOn
10 Ackermann, L.; Althammer, A.; Born, R. Angew. Chem., Int. Ed. 2006, 45, 2619-2622.   DOI   ScienceOn
11 Ozdemir, I.; Demir, S.; Cetinkaya, B.; Gourlaouen, C.; Maseras, F.; Bruneau, C.; Dixneuf, P. H. J. Am. Chem. Soc. 2008, 130, 1156-1157.   DOI   ScienceOn
12 Ackermann, L.; Mulzer, M. Org. Lett. 2008, 10, 5043-5045.   DOI   ScienceOn
13 Ackermann, L.; Vicente, R.; Althammer, A. Org. Lett. 2008, 10, 2299-2302.   DOI   ScienceOn
14 Cao, H.; Zhan, H. Y.; Shen, D. S.; Zhao, H.; Liu, Y. J. Organomet. Chem. 2011, 696, 3086-3090.   DOI   ScienceOn
15 Daugulis, O.; Do, H. Q.; Shabashov, D. Acc. Chem. Res. 2009, 42, 1074-1086.   DOI   ScienceOn
16 Alberico, D.; Scott, M. E.; Lautens, M. Chem. Rev. 2007, 107, 174-238.   DOI   ScienceOn
17 Ackermann, L.; Vicente, R. Top. Curr. Chem. 2010, 292, 211-229.
18 Corbet, J. P.; Mignani, G. Chem. Rev. 2006, 106, 2651-2710.   DOI   ScienceOn
19 Bellina, F.; Rossi, R. Chem. Rev. 2010, 110, 3850-3850.
20 Miura, M.; Nomura, M. Top. Curr. Chem. 2002, 219, 211-241.   DOI
21 Mori, A.; Sekiguchi, A.; Masui, K.; Shimada, T.; Horie, M.; Osakada, K.; Kawamoto, M.; Ikeda, T. J. Am. Chem. Soc. 2003, 125, 1700-1701.   DOI   ScienceOn
22 Marhadour, S.; Bazin, M. A.; Marchand, P. Tetrahedron Lett. 2012, 53, 297-300.   DOI   ScienceOn
23 Lane, B. S.; Brown, M. A.; Sames, D. J. Am. Chem. Soc. 2005, 127, 8050-8057.   DOI   ScienceOn
24 Campeau, L. C.; Rousseaux, S.; Fagnou, K. J. Am. Chem. Soc. 2005, 127, 18020-18021.   DOI   ScienceOn
25 Suzuki, A. Angew. Chem., Int. Ed. 2011, 50, 6722-6737.   DOI   ScienceOn
26 Negishi, E. I. Angew. Chem., Int. Ed. 2011, 50, 6738-6764.   DOI   ScienceOn
27 Milstein, D.; Stille, J. K. J. Am. Chem. Soc. 1979, 101, 4992-4998.   DOI
28 Murahashi, S. I. J. Organomet. Chem. 2002, 653, 27-33.   DOI   ScienceOn
29 Nadres, E. T.; Lazareva, A.; Daugulis, O. J. Org. Chem. 2011, 76, 471-483.   DOI   ScienceOn
30 Ioannidou, H. A.; Koutentis, P. A. Org. Lett. 2011, 13, 1510-1513.   DOI   ScienceOn
31 Tamba, S.; Okubo, Y.; Tanaka, S.; Monguchi, D.; Mori, A. J. Org. Chem. 2010, 75, 6998-7001.   DOI   ScienceOn
32 Kirchberg, S.; Tani, S.; Ueda, K.; Yamaguchi, J.; Studer, A.; Itami, K. Angew. Chem., Int. Ed. 2011, 50, 2387-2391.   DOI   ScienceOn
33 Daugulis, O.; Zaitsev, V. G. Angew. Chem., Int. Ed. 2005, 44, 4046-4048.   DOI   ScienceOn