Rhodium catalyzed cyanide-free cyanation of aryl halide by using formamide as a cyanide source

Tetrahedron Letters

Volumn 54, Issue 21, 2013, Pages 2682-2684

  Khemnar, Ashok B ^a   Sawant, Dinesh N ^a   Bhanage, Bhalchandra M ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Aryl halides; Cyanation; Formamide; Rhodium; Xantphos

Indexed keywords

ACID; ARYL HALOGENIDE; ARYL NITRILE DERIVATIVE; BROMIDE; CYANIDE; FORMAMIDE; HALIDE; IODIDE; PHOSPHOROUS OXYCHLORIDE; RHODIUM COMPLEX; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CONTROLLED STUDY; CYANATION; METHODOLOGY; TOXICITY;

EID: 84876407356     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.03.052     Document Type: Article

References (36)

1. R.C. Larock Comprehensive Organic Transformation 1989 VCH New York
2. X. Jia, D. Yang, S. Zhang, and J. Cheng Org. Lett. 11 2009 4716 4719
3. X. Jia, D. Yang, W. Wang, F. Luo, and J. Cheng J. Org. Chem. 74 2009 9470 9474
4. P. Anbarasan, T. Schareina, and M. Beller Chem. Soc. Rev. 40 2011 5049 5067
5. T. Sandmeyer Ber. Dtsch. Chem. Ges. 17 1884 1633 1635
6. H.H. Hodgson Chem. Rev. 40 1947 251 277
7. I.P. Beletskaya, A.S. Sigeev, A.S. Peregudov, and P.V. Petrovskii J. Organomet. Chem. 689 2004 3810 3812
8. K.W. Rosenmund, and E. Struck Ber. Dtsch. Chem. Ges. 2 1919 1749 1755
9. J. Lindley Tetrahedron 40 1984 1433 1456
10. Li, Z.; Chen, J.; Xu, H.; Hu, S.; Shen, D. Progress In Electromagnetics Research Symposium (PIERS) Proceedings, Hangzhou, China, March 2008, 24-28.
11. M. Sundermeier, A. Zapf, M. Beller, and J. Sans Tetrahedron Lett. 42 2001 6707 6710
12. C. Yang, and J.M. Williams Org. Lett. 6 2004 2837 2840
13. K.M. Marcantonio, L.F. Frey, Y. Liu, Y. Chen, J. Strine, B. Phenix, D.J. Wallace, and C. Chen Org. Lett. 6 2004 3723 3725
14. H. Yu, R.N. Richey, W.D. Miller, J. Xu, and S.A. May J. Org. Chem. 76 2011 665 668
15. L. Friedman, and H. Shechter J. Org. Chem. 25 1960 877 879
16. A.V. Ushkov, and V.V. Grushin J. Am. Chem. Soc. 133 2011 10999 11005
17. T. Schareina, A. Zapf, and M. Beller Tetrahedron Lett. 46 2005 2585 2588
18. O. Grossman, and D. Gelman Org. Lett. 8 2006 1189 1191
19. S. Velmathi, and N.E. Leadbeater Tetrahedron Lett. 49 2008 4693 4694
20. P.Y. Yeung, C.M. So, C.P. Lau, and F.Y. Kwong Angew. Chem., Int. Ed. 49 2010 8918 8922
21. P.Y. Yeung, C.P. Tsang, and F.Y. Kwong Tetrahedron Lett. 52 2011 7038 7041
22. Y. Ren, C. Dong, S. Zhao, Y. Sun, J. Ma, C. Hou, and J. Wang Tetrahedron Lett. 53 2012 2825 2827
23. Y. Tsuji, T. Kusui, T. Kojima, Y. Sugiura, N. Yamada, S. Tanaka, M. Ebihara, and T. Kawamura Organometallics 17 1998 4835 4841
24. F. Jin, and P.N. Confalone Tetrahedron Lett. 41 2000 3271 3273
25. H.J. Cristau, A. Ouali, J.F. Spindler, and M. Taillefer Chem. Eur. J. 11 2005 2483 2492
26. T. Schareina, A. Zapf, W. Magerlein, N. Muller, and M. Beller Chem. Eur. J. 13 2007 6249 6254
27. Y. Ren, W. Wang, S. Zhao, X. Tian, J. Wang, W. Yin, and L. Cheng Tetrahedron Lett. 51 2010 2669 2670
28. A. Sekiya, and N. Ishikawa Chem. Lett. 1975 277 278
29. Sundermeier, M.; Zapf, A.; Mutyala, S.; Baumann, W.; Sans, J.; Weiss, S.; Beller, M. Chem. Eur. J., in press.
30. M. Sundermeier, A. Zapf, and M. Beller Angew. Chem., Int. Ed. 42 2003 1661
31. J. Kim, and S. Chang J. Am. Chem. Soc. 132 2010 10272 10274
32. G. Zhang, X. Ren, J. Chen, M. Hu, and J. Cheng Org. Lett. 13 2011 5004 5007
33. S. Ding, and N. Jiao J. Am. Chem. Soc. 133 2011 12374 12377
34. W. Zhou, J. Xu, L. Zhang, and N. Jiao Org. Lett. 12 2010 2888 2891
35. B.V. Rokade, and K.R. Prabhu J. Org. Chem. 77 2012 5364 5370
36. D.N. Sawant, Y.S. Wagh, P.J. Tambade, K.D. Bhatte, and B.M. Bhanage Adv. Synth. Catal. 353 2011 781 787