A Ni(OAc)2·4H2O-catalysed Sonogashira-type coupling reaction of aryl iodides and terminal alkynes in the presence of CuI

Journal of Chemical Research

Volumn 36, Issue 7, 2012, Pages 437-440

  Yang, Hailong ^a   Zhu, Yan ^a   Sun, Peng ^a   Yan, Hong ^a   Lu, Linhua ^a   Wang, Shouguo ^a   Mao, Jincheng ^a  

^a SOOCHOW UNIVERSITY   (China)

Author keywords

Aryl iodides; Cross coupling; Palladium free; Sonogashira coupling; Terminal alkynes

Indexed keywords

EID: 84864610826     PISSN: 17475198     EISSN: None     Source Type: Journal    
DOI: 10.3184/174751912X13379433093990     Document Type: Article

References (25)

1. K. Tamao, Comprehensive organic synthesis, Vol. 3, eds B. M. Trost and I. Fleming, Pergamon Press, New York, 1991, pp. 435-480.
2. D. W. Knight, in Comprehensive organic synthesis, Vol. 3, eds B. M. Trost and I. Fleming, Pergamon Press, New York, 1991, pp. 481-520.
3. K. Sonogashira, Comprehensive organic synthesis, Vol. 3, eds B. M. Trost and I. Fleming, Pergamon Press, New York, 1991, pp. 521-549.
4. R. Chinchilla and C. Najera, Chem. Rev., 2007, 107, 874.
5. D. Liu, Z. Xie, L. Ma and W. Lin, Inorg. Chem., 2010, 49, 9107.
6. M. Belema and J. F. Kadow, PCT, WO 2010117977, 2010.
7. H. Doucet and J.-C. Hierso, Angew. Chem. Int. Ed., 2007, 46, 834.
8. T. Fukuyama, M. Shinmen and S. Nishitani, Org. Lett., 2002, 4, 1691.
9. J.-H. Li, D.-P. Wang and Y.-X. Xie, J. Org. Chem., 2006, 71, 379.
10. L. Anastasia and E. Negishi, Org. Lett., 2001, 3, 3111.
11. J.-H. Li, Q.-M. Zhu and Y.-X. Xie, J. Org. Chem., 2005, 70, 4393.
12. J.-H. Li, D.-P. Wang and Y.-X. Xie, Eur. J. Org. Chem., 2005, 4256.
13. S. U. Son, Y. Jang, J. Park, H. B. Na, H. M. Park, H. J. Yun, J. Lee and T. Hyeon, J. Am. Chem. Soc., 2004, 126, 5026.
14. A. Corma, C. González-Arellano, M. Iglesias and F. Sánchez, Angew. Chem., Int. Ed., 2007, 46, 7820.
15. S. Park, M. Kim, D. H. Koo and S. Chang, Adv. Synth. Catal., 2004, 346, 1638.
16. R. K. Gujadhur, C. G. Bates and D. Venkataraman, Org. Lett., 2001, 3, 4315.
17. D. Ma and F. Liu, Chem. Commun., 2004, 1934.
18. E. Zuidema and C. Bolm, Chem. Eur. J., 2010, 16, 4181.
19. M. Carril, A. Correa and C. Bolm, Angew. Chem. Int. Ed., 2008, 47, 4862.
20. J. Mao, G. Xie, M. Wu, J. Guo and S. Ji, Adv. Synth. Catal., 2008, 350, 2477.
21. L. Wang, P. Li and Y. Zhang, Chem. Commun., 2004, 514.
22. H. Huang, H. Jiang, K. Chen and H. Liu, J. Org. Chem., 2008, 73, 9061.
23. A. D. Finke, E. C. Elleby, M. J. Boyd, H. Weissman and J. S. Moore, J. Org. Chem., 2009, 74, 8897.
24. B. Panda and T. K. Sarkar, Chem. Commun., 2010, 46, 3131.
25. J. Mao, J. Guo, H. Song and S. Ji, Tetrahedron, 2008, 64, 1383.