Palladium and copper catalyzed one-pot Sonogashira reaction of 2-nitroiodobenzenes with aryl acetylenes and subsequent regioselective hydration in water: Synthesis of 2-(2-nitrophenyl)-1-aryl ethanones

Tetrahedron Letters

Volumn 54, Issue 28, 2013, Pages 3697-3701

  Ahammed, Sabir ^a   Dey, Raju ^a   Ranu, Brindaban C ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

Benzyl aryl ketone; Hydration; Palladium; Reaction in water; Sonogashira reaction

Indexed keywords

ACETYLENE DERIVATIVE; ALKYNE; BENZENE DERIVATIVE; COPPER; KETONE; PALLADIUM; WATER;

ARTICLE; CATALYSIS; CONTROLLED STUDY; HYDRATION; SONOGASHIRA REACTION; SYNTHESIS;

EID: 84878761426     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.05.021     Document Type: Article

References (26)

1. S. Bhattacharya, and S. Sengupta Tetrahedron Lett. 45 2004 8733 8736
2. L. Hintermann, and A. Labonne Synthesis 2007 1121 1150
3. G. Sturtz, C. Charrier, and H. Normant Bull. Soc. Chim. Fr. 1966 1707 1713
4. A.J. Poss, and R.K. Belter J. Org. Chem. 52 1987 4810 4812
5. Y. Fukuda, and K. Utimoto J. Org. Chem. 56 1991 3729 3731
6. R. Casado, M. Contel, M. Laguna, P. Romero, and S. Sanz J. Am. Chem. Soc. 125 2003 11925 11935
7. P. Roembke, H. Schmidbaur, S. Cronje, and H. Raubenheimer J. Mol. Catal. A: Chem. 212 2004 35 42
8. N. Marion, R.S. Ramon, and S.P. Nolan J. Am. Chem. Soc. 131 2009 448 449
9. M. Tokunaga, T. Suzuki, N. Koga, T. Fukushima, A. Horiuchi, and Y. Wakatsuki J. Am. Chem. Soc. 123 2001 11917 11924
10. D.B. Grotjahn, and D.A. Lev J. Am. Chem. Soc. 126 2004 12232 12233
11. F. Chevallier, and B. Breit Angew. Chem., Int. Ed. 45 2006 1599 1602
12. J. Blum, H. Huminer, and H. Alper J. Mol. Catal. 75 1992 153 160
13. W. Hiscox, and P.W. Jennings Organometallics 9 1990 1997 1999
14. L.W. Francisco, D.A. Moreno, and J.D. Atwood Organometallics 20 2001 4237 4245
15. K. Imi, K. Imai, and K. Utimoto Tetrahedron Lett. 28 1987 3127 3130
16. X. Li, G. Hu, P. Luo, G. Tang, Y. Gao, P. Xu, and Y. Zhao Adv. Synth. Catal. 354 2012 2427 2432
17. M. Pal, K. Parasuraman, S. Gupta, and K.R. Yeleswarapu Synlett 2002 1976 1982
18. Y. Zheng, Z. Xue, L. Liu, C. Shu, W. Yuan, and X. Zhang Org. Biomol. Chem. 11 2013 412 415
19. A.G. Suárez, Y. Oonishi, S. Meiries, and S.P. Nolan Organometallics 32 2013 1106 1111
20. J.L. Rutherford, M.P. Rainka, and S.L. Buchwald J. Am. Chem. Soc. 124 2002 15168 15169
21. H. Kataoka, K. Watanabe, K. Miyazaki, S. Tahara, K. Ogu, R. Matsuoka, and K. Goto Chem. Lett. 1990 1705 1708
22. H. Kataoka, K. Watanabe, and K. Goto Tetrahedron Lett. 31 1990 4181 4184
23. G. Prasad, and P.E. Hanna J. Org. Chem. 56 1991 7188 7190
24. L.L. Martin, L.L. Setescak, M. Worm, C.A. Crichlow, H.M. Geyer III, and J.C. Wilker J. Med. Chem. 25 1982 346 351
25. M. Bakherad, A. Keivanloo, B. Bahramian, and S. Mihanparast Tetrahedron Lett. 50 2009 6418 6420
26. D.S. Davis, and S.C. Shadinger Tetrahedron Lett. 40 1999 7749 7752