Abstract
An environmentally benign novel one-pot synthesis of pyridines and pyrido[2,3-d]pyrimidines from chalcones and malononitrile was described. In the reaction under neat conditions using microwave irradiation, enhancement in the reaction rate and high yields were observed.
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References
W. Xie, Y. Jin, and P. G. Wang, Chemtech., 1999, 29, 23.
M. Kidwai, Pure Appl. Chem., 2001, 73, 147.
D. C. Dittmer, Chem. Ind., 1997, 779.
M. Kidwai, P. Sapra, K. R. Bhushan, and P. Misra, Synthesis, 2001, 10, 1509.
E. Keinan and Y. Mazur, J. Am. Chem. Soc., 1977, 99, 3861.
J. H. Clark, Catalysis of Organic Reactions by Supported Inorganic Reagents, VCH, Weinheim, 1994.
D. Stuerga and P. Gaillard, Tetrahedron, 1996, 52, 5505.
R. Nandha Kumar, T. Suresh, and P. S. Mohan, Oriental J. Chem., 2002, 18, 93.
C. E. Sunkel, M. F. Decasa-Juana, L. Santos, M. M. Gomez, M. Villarroya, M. A. Gonzalez-Morales, J. G. Priego, and M. P. Ortega, J. Med. Chem., 1990, 33, 3205
M. Nettekoven and F. Hoffmann, Synlett, 2001, 12, 1917.
D. L. Tabern and E. H. Volwilere, J. Am. Chem. Soc., 1935, 57, 1961.
K. S. Atwal, G. C. Rovnyak, B. C. O'Reilly, and Z.-J. Schwart, J. Org. Chem., 1989, 54, 5898.
C. O. Kappe, W. H. F. Fabian, and M. A. Semones, Tetrahedron, 1997, 53, 2803.
D. Bouzard, P. Di Cesare, M. Essiz, J. P. Jacquet, J. R. Kiechel, P. Remuzon, A. Weber, T. Oki, H. Masyoshi, R. E. Kessler, J. Fung-Tomc, and J. Desiderio, J. Med. Chem., 1990, 33, 1344.
N. L. Colbry, E. F. Elslager, and L. M. Werbel, J. Heterocycl. Chem., 1984, 21, 1521.
L. R. Bernelt, C. J. Blankley, R. W. Fleming, R. D. Smith, and D. K. Tessmann, J. Med. Chem., 1981, 24, 382.
H. Iwamura, S. Murakami, K. Koshimizu, and S. Matsubara, J. Med. Chem., 1985, 28, 577.
E. M. Gsiusky, S. Lee, C. W. Sigel, D. S. Duch, and C. A. Nichol, J. Med. Chem., 1980, 23, 327.
E. Kretzchmar, Pharmazie, 1980, 35, 253.
W. Stanley, J. Org. Chem., 1976, 41, 3149.
D. A. Van den Berghe and A. J. Vlietinck, J. Heterocycl. Chem., 1988, 25, 217.
H. Kosaku, K. Yukio, and S. Shigeo, J. Heterocycl. Chem., 1985, 22, 345.
E. L. S. Ibrahim, M. El-Badewi, M. Farang, and M. M. Abassi, Alexandria J. Pharm. Sci., 1990, 4, 162; Chem. Abstrs, 1991, 114, 143336.
A. K. Sharma, A. K. Yadav, and L. Prakash, Ind. J. Chem., 1995, 34B, 740; (b) S. Kambe, K. Saito, A. Sakurai, and H. Midorikawa, Synthesis, 1980, 366.
F. Big, L. Chesini, R. Magg, and G. Sartori, J. Org. Chem., 1999, 64, 1033.
M. Kidwai, R. Venkataramanan, and B. Dave, Synth. Commun., 2002, 32, 2161.
M. Kidwai, R. Venkataramanan, and B. Dave, Green Chem., 2001, 3, 278.
M. Kidwai and A. D. Mishra, Izv. Akad. Nauk. Ser. Khim., 2003, 1500 [Russ. Chem. Bull., Int. Ed., 2003, 52, 1584].
M. Kidwai, S. Saxena, R. Mohan, and R. Venkataramanan, J. Chem. Soc., Perkin Trans. 1, 2002, 16, 1845; (b) M. Kidwai and R. Mohan, Can. J. Chem., 2004, 82, 427; (c) M. Kidwai, S. Rastogi, R. Mohan, and Ruby, Croat. Chem. Acta, 2003, 76, 365.
G. Bram, A. Loupy, and M. Majdoub, Tetrahedron, 1990, 46, 5167.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1479–1482, June, 2005.
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Kidwai, M., Thakur, R. & Rastogi, S. Ecofriendly synthesis of substituted pyridine and pyrido[2,3-d]pyrimidine derivatives. Russ Chem Bull 54, 1523–1526 (2005). https://doi.org/10.1007/s11172-005-0440-z
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DOI: https://doi.org/10.1007/s11172-005-0440-z