Cover Image

The effect of ultrasound on the yields of Heck reaction using Pd-catalyst in DMF/water

Saïd Khemaïs, Majed Kammoun, Younes Moussaoui, Ridha Ben Salem

Abstract


The heck reaction of aryl bromide with styrene in N,N-dimethyl formamide/water as solvent has been studied using different catalysts under ultrasonic irradiation at room temperature. The effect of the solvent, the base, and the catalyst of the transfer phase were studied. The results show that ultrasonic irradiation increases the heck reaction yield and becomes faster with the amount of aliquat-336.

Full Text:

PDF

References


- A. de Meijere, F.E. Meyer, Angew. Chem. Int. Ed., 1995, 33, 2379-2411.

- S. H. Huang, J. R. Chen, F. Y. Tsai, Molecules, 2010, 15, 315-330.

- K. Said, Y. Moussaoui, R. Ben Salem, J. Soc. Chim. Tunisie, 2009, 11, 59-67.

- I. P. Beleskaya, A. V. Cheprakov, Chem. Rev., 2000, 100, 3009-3066.

- A. B. Dounay, L.E. Overman, Chem. Rev., 2003, 103, 2945-2964.

- D. Astruc, Inorg. Chem., 2007, 46, 1884-1894.

- S. Lee, J. Organomet. Chem., 2006, 691, 1347-1355.

- G. V. Ambulgekar, B. M. Bhanage, S. D. Samant, Tetrahedron Lett., 2005, 46, 2483-2485.

- R. F. Heck, Acc. Chem. Res., 1979, 12, 146-151.

- U. Christmann, R. Vilar, Angew. Chem. Int. Ed., 2005, 44, 366-374.

- A. Corma, H. Garcia, A. Leyva, A. Primo, Appl. Catal. A, 2004, 257, 77-83.

- C. Yi, R. Hua, Tetrahedron Lett., 2006, 47, 2573-2576. 13 - S. Mohanty, D. Suresh, M. S. Balakrishna, J. T. Mague, Tetrahedron, 2008, 64, 240-247.

- Y. Cai, Y. Lu, Y. Liu, M. He, Q. Wan, Catalysis Commun., 2008, 9, 1209-1213.

- H. J. Li, L. Wang, Eur. J. Org. Chem., 2006, 71, 5099-5102.

- S. Mohanty, B. Punji, M. S. Balakrishna, Polyhedron, 2006, 25, 815-820.

- L. Botella, C. Najera, Angew. Chem., Int. Ed., 2002, 41,179-181.

- G. A. Grasa, A. C. Hillier, S. P. Nolan, Org. Lett., 2001, 3, 1077-1080.

- D. Suresh, M. S. Balakrishna, J. T. Mague, Tetrahedron Lett., 2007, 48, 2283-2285.

- J. L. Luche, Synthetic Organic Sonochemistry, Plenum Press, New York, 1998.

- W. Bonrath, Ultrason. Sonochem., 2003, 10, 55-59.

- T. J. Mason, J. P. Lorimer, Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing, Wiley-VCH, 2002.

- G. V. Ambulgekar, S. D. Samant, A. B. Pandit, Ultrason. Sonochem., 2005, 12, 85-90.

- M. Atobe, M. Sasahira, T. Nonaka, Ultrason. Sonochem., 2000, 7, 103-107.

- R. Cella, H. A. Stefani, Tetrahedron Lett., 2006, 62, 5656-5662.

- K. Saïd, Y. Moussaoui, M. Kammoun, R. Ben Salem, Ultrason. Sonochem. 2011, 18, 23-27.

- M. Meciarova, M. Kiripolsky, S. Toma, Ultrason. Sonochem., 2005, 12, 401-403.

- R. R. Deshmukh, R. Rajagopal, K.V. Srinivasan, Chem.Commun., 2001, 1544-1545. 29 - T. J. Mason, Ed., Advances in Sonochemistry; JAI Press: London and Greenwich, 1990, Vol.1.

- Z. Zhang, Z. Zha, C. Gan, C. Pan, Y. Zhou, Z. Wang, M.M. Zhou, J. Org. Chem., 2006, 71, 4339-4342

- S. Tangestaninejad, M. Moghadam, V. Mirkhani, H. Kargar, Ultrason. Sonochem., 2006, 13, 32-36.

- A. Perosa, P. Tundo, M. Selva, S. Zinovyev, A. Testa, Org. Biomol. Chem., 2004, 2, 2249-2252.

- T. Jeffery, Tetrahedron, 1996, 52, 10113-10130.

- A. R. Hajipour, K. Karami, A. Pirisedigh, A. E. Ruoho, J. Organomet. Chem., 2009, 694, 2548-2554.




DOI: http://dx.doi.org/10.13171/mjc.1.1.2011.18.05.12

Refbacks

  • There are currently no refbacks.


Copyright (c) 2015 Mediterranean Journal of Chemistry