Model Csp2-Csp3 Hurtley Coupling Catalysis that Operates through a Well-Defined CuI/CuIII Mechanism

ChemCatChem

Volumn 5, Issue 3, 2013, Pages 687-691

  Rovira, Mireia ^a   Font, Marc ^a   Ribas, Xavi ^a  

^a UNIVERSITY OF GIRONA   (Spain)

Author keywords

Copper; Cross coupling; Reaction mechanisms; Rearrangement; Structure elucidation

Indexed keywords

EID: 84874218369     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201200885     Document Type: Article

References (25)

1. W. R. H. Hurtley, J. Chem. Soc. 1929, 1870.
2. G. Evano, N. Blanchard, M. Toumi, Chem. Rev. 2008, 108, 3054-3131.
3. F. Monnier, M. Taillefer, Angew. Chem. 2009, 121, 7088-7105; Angew. Chem. Int. Ed. 2009, 48, 6954-6971.
4. B. Wang, B. Lu, Y. Jiang, Y. Zhang, D. Ma, Org. Lett. 2008, 10, 2761-2763.
5. I. P. Beletskaya, A. V. Cheprakov, Coord. Chem. Rev. 2004, 248, 2337-2364.
6. S. V. Ley, A. W. Thomas, Angew. Chem. 2003, 115, 5558-5607; Angew. Chem. Int. Ed. 2003, 42, 5400-5449.
7. A. Casitas, A. E. King, T. Parella, M. Costas, S. S. Stahl, X. Ribas, Chem. Sci. 2010, 1, 326-330.
8. L. M. Huffman, A. Casitas, M. Font, M. Canta, M. Costas, X. Ribas, S. S. Stahl, Chem. Eur. J. 2011, 17, 10643-10650.
9. M. Font, T. Parella, M. Costas, X. Ribas, Organometallics 2012, 31, 7976-7982.
10. Y. Gao, T. R. Burke, Jr., Synlett 2000, 134-136.
11. G. J. Quallich, T. W. Makowski, A. F. Sanders, F. J. Urban, E. Vazquez, J. Org. Chem. 1998, 63, 4116-4119.
12. X. Xie, G. Cai, D. Ma, Org. Lett. 2005, 7, 4693-4695.
13. Y. Jiang, N. Wu, H. Wu, M. He, Synlett 2005, 2731-2734.
14. X. Xie, Y. Chen, D. Ma, J. Am. Chem. Soc. 2006, 128, 16050-16051.
15. S. F. Yip, H. Y. Cheung, Z. Zhou, F. Y. Kwong, Org. Lett. 2007, 9, 3469-3472.
16. Z. Huang, J. F. Hartwig, Angew. Chem. 2012, 124, 1052-1056; Angew. Chem. Int. Ed. 2012, 51, 1028-1032.
17. E. J. Hennessy, S. L. Buchwald, Org. Lett. 2002, 4, 269-272.
18. H.-J. Cristau, P. P. Cellier, J.-F. Spindler, M. Taillefer, Chem. Eur. J. 2004, 10, 5607-5622.
19. J.-i. Setsune, T. Ueda, K. Shikata, K. Matsukawa, T. Iida, T. Kitao, Tetrahedron 1986, 42, 2647-2656.
20. L. M. Huffman, S. S. Stahl, Dalton Trans. 2011, 40, 8959-8963.
21. B. Rajarathinam, G. Vasuki, Org. Lett. 2012, 14, 5204-5206.
22. Y. Chen, X. Xie, D. Ma, J. Org. Chem. 2007, 72, 9329-9334.
23. K. Okuro, M. Furuune, M. Miura, M. Nomura, J. Org. Chem. 1993, 58, 7606-7607.
24. S. Tanimori, H. Ura, M. Kirihata, Eur. J. Org. Chem. 2007, 3977-3980.
25. Z.-L. Wang, L. Zhao, M.-X. Wang, Chem. Commun. 2012, 48, 9418-9420.