Abstract
The reaction of polyfluorochalcones with piperazine followed by the acryloylation of the reaction mixtures afforded mono-, di-, and triacryloylamides, which are derivatives of poly-fluorinated chalcones containing piperazine moieties as spacer groups.
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References
D. N. Dhar, The Chemistry of Chalcones and Related Compounds, Wiley-Interscience, New York—Chichester—Brisbane—Toronto, 1981, 285 pp.
Y. R. Prasad, P. R. Kumar, D. J. Smiles, P. A. Babu, ARKIVOC, 2008, 11, 266.
S. Ingale, T. Pathan, R. Mohan, C. S. Ramaa, Drug Des. Discov., 2010, 1, 209.
A. Modzelewska, C. Pettit, G. Achanta, N. E. Davidson, P. Huang, S. R. Khan, Bioorg. Med. Chem., 2006, 14, 3491.
Y. Jahng, L. Zhao, Y. Moon, A. Basnet, E. Kim, H. W. Chang, H. K. Ju, T. C. Jeong, E. S. Lee, Bioorg. Med. Chem. Lett., 2004, 14, 2559.
A. Lévai, Chem. Heterocycl. Compd., 1986, 22, 1161.
M. Kodomari, T. Noguchi, T. Aoyama, Synth. Commun., 2004, 10, 1783.
G. L. Khatik, R. Kumar, A. K. Chakraborti, Synthesis, 2007, 4, 541.
S. Pant, B. Singhal, M. Upreti, U. C. Pant, Molecules, 1998, 3, 159.
R. Fazaeli, H. Aliyan, M. Bordbar, E. Mohammadi, Open Catal. J., 2010, 3, 79.
V. G. Desai, P. C. Satardekar, S. Polo, K. Dhumaskar, Synth. Commun. 1, 2012, 42, 836.
B. Maleki, D. Azarifar, M. K. Moghaddam, S. F. Hojati, M. Gholizadeh, H. Salehabadi, J. Serb. Chem. Soc., 2009, 74, 1371.
Sh.-E. Feng, F. Xu, Q. Shen, Chin. J. Chem., 2008, 26, 1163.
M. Nardi, A. Cozza, L. Maiuolo, M. Oliverio, A. Procopio, Tetrahedron Lett., 2011, 52, 4827.
X.-Q. Pan, J.-P. Zou, Zh.-H. Huang, W. Zhang, Tetrahedron Lett., 2008, 49, 5302.
F. R. Cibin, G. Doddi, P. Mencarelli, Tetrahedron, 2003, 59, 3455.
A. Rehab, N. Salahuddin, Polymer, 1999, 40, 2197.
W. M. Moreau, Semiconductor Lithography: Principles, Practices, and Materials, Plenum Press, New York—London, 1988.
D. Song, K. Jung, J. Moon, D. Shin, Opt. Mater., 2003, 21, 667.
A. V. R. Reddy, K. Subramanian, V. Krishnasamy, J. Ravichandran, Eur. Polym. J., 1996, 32, 919.
N. A. Orlova, E. F. Maior, T. N. Gerasimova, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. [Bull. Sib. Branch Acad. Sci. USSR, Div. Chem. Sci.], 1989, 3, 117 (in Russian).
K. S. Shmuilovich, N. A. Orlova, V. V. Shelkovnikov, Russ. Chem. Bull. (Int. Ed.), 2011, 60, 1778 [Izv. Akad. Nauk, Ser. Khim., 2011, 1750].
K. S. Shmuilovich, N. A. Orlova, I. V. Beregovaya, V. V. Shelkovnikov, Russ. Chem. Bull. (Int. Ed.), 2011, 60, 361 [Izv. Akad. Nauk, Ser. Khim., 2011, 353].
K. S. Shmuilovich, N. A. Orlova, E. V. Karpova, M. M. Shakirov, V. V. Shelkovnikov, Russ. Chem. Bull. (Int. Ed.), 2010, 59, 1408 [Izv. Akad. Nauk, Ser. Khim., 2010, 1378].
D. J. Lougnot, D. Ritzenthaler, C. Carre, J. P. Fouassier, J. Appl. Phys., 1988, 63, 4841.
K. Hideg, D. Lloyd, J. Chem. Soc. C, 1971, 3441.
T. N. Gerasimova, E. P. Fokin, Russ. Chem. Rev., 1980, 49, 558.
R. Filler, V. D. Beaucaire, H. H. Kang, J. Org. Chem., 1975, 40, 935.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2226–2233, October, 2013.
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Borodina, E.A., Orlova, N.A. & Shelkovnikov, V.V. Synthesis of (N-acryloyl)piperazine-substituted polyfluorochalcones. Russ Chem Bull 62, 2227–2233 (2013). https://doi.org/10.1007/s11172-013-0322-8
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DOI: https://doi.org/10.1007/s11172-013-0322-8