A high yielding and fast method for the synthesis of 1,4-Dihydropyrano[2,3-c] pyrazole via one-pot, three component reaction of an aromatic aldehyde, malonitrile and 3-methyl-1-phenyl-2-pyrazolin-5-one using p-toluene sulfonic acid as a catalystis described
Witte, E.C., Neubert, P., Roesoh, A., ”2H-1- benzopyran-2-on derivatives, process for their preparation and medicines containing these compounds“, Ger. Offen. DE., 3427985 (1986), Chem. Abstr. 104, 224915f (1986).
Armetso, D., Horspool, W.M., Martin, N., Ramos, A., Seaone, C.,” Synthesis of cyclobutenes by the novel photochemical ring contraction of 4- substituted pyrans“, J. Org. Chem., 54: 3069–3072 (1989).
Martin, L.N., Quinteiro, M., Seoane, C., Soto, J.L.,” Synthesis of 4H-pyrans“, Liebigs. Ann. Chem., 1: 101-104 (1991).
Maco, J.L., Martin, N., Grau, A.M., Seoane, C., Albert, A., Cano, F. H., ”Development of methods for the synthesis of chiral, highly functionalized 2- amino-4-aryl-4H-pyrans“, Tetrahedron., 50: 3509- 3528 (1994).
Li, C.J., Chan, T.H.,”Organic Reactions in Aqueous Media“, Wiley: New York (1997).
Anuradha, V.; Srinivas, P. V.; Aparna, P.; Rao, J. M.,” p-Toluenesulfonic acid catalyzed regiospecific nitration Tetrahedron Lett., 47: 4933-4935 (2006). metal nitrates“,
Li, T.; Souma, Y.; Xu, Q., ”Carbonylation of formaldehyde catalyzed by p-toluenesulfonic acid“, Catal. Today., 111: 288-291 (2006).
Bamoharram, F.F., Heravi, M.,”Catalytic Method for Synthesis of Aspirin by a Green, Efficient and Recyclable Solid Acid Catalyst Temperature“, J. Chin.Chem. Soc., 54: 1017-1020 (2007). M.M., Roshani, (Preyssler’s Anion) at Room [15] Heravi, M.M., Bakhtiari, H.A.,”Communication: KHSO4 Supported onto Bentonite, A Versatile Reagent for Aromatization of Hantzsch 1,4-Dihydropyridines“, J. Chin. Chem. Soc., 54: 579-582 (2007). K., Oskooie,
Heravi, M.M., Oskooie, H. A., Baghernejad, B.,”Facile, Regioselective and Green Synthesis of Ortho-nitrophenoles Using NaNO2, KHSO4“, J. Chin.Chem. Soc., 54: 767-770 (2007).
Zhou, J.F., Tu, S.J., Gao, Y., Ji, M., ”One pot synthesis of pyrans and pyrano[2,3-c]pyrazole derivatives under microwave irradiation“, J. Org. Chem., 21: 742-745 (2001).
Year 2011,
Volume: 24 Issue: 2, 227 - 231, 05.04.2011
Witte, E.C., Neubert, P., Roesoh, A., ”2H-1- benzopyran-2-on derivatives, process for their preparation and medicines containing these compounds“, Ger. Offen. DE., 3427985 (1986), Chem. Abstr. 104, 224915f (1986).
Armetso, D., Horspool, W.M., Martin, N., Ramos, A., Seaone, C.,” Synthesis of cyclobutenes by the novel photochemical ring contraction of 4- substituted pyrans“, J. Org. Chem., 54: 3069–3072 (1989).
Martin, L.N., Quinteiro, M., Seoane, C., Soto, J.L.,” Synthesis of 4H-pyrans“, Liebigs. Ann. Chem., 1: 101-104 (1991).
Maco, J.L., Martin, N., Grau, A.M., Seoane, C., Albert, A., Cano, F. H., ”Development of methods for the synthesis of chiral, highly functionalized 2- amino-4-aryl-4H-pyrans“, Tetrahedron., 50: 3509- 3528 (1994).
Li, C.J., Chan, T.H.,”Organic Reactions in Aqueous Media“, Wiley: New York (1997).
Anuradha, V.; Srinivas, P. V.; Aparna, P.; Rao, J. M.,” p-Toluenesulfonic acid catalyzed regiospecific nitration Tetrahedron Lett., 47: 4933-4935 (2006). metal nitrates“,
Li, T.; Souma, Y.; Xu, Q., ”Carbonylation of formaldehyde catalyzed by p-toluenesulfonic acid“, Catal. Today., 111: 288-291 (2006).
Bamoharram, F.F., Heravi, M.,”Catalytic Method for Synthesis of Aspirin by a Green, Efficient and Recyclable Solid Acid Catalyst Temperature“, J. Chin.Chem. Soc., 54: 1017-1020 (2007). M.M., Roshani, (Preyssler’s Anion) at Room [15] Heravi, M.M., Bakhtiari, H.A.,”Communication: KHSO4 Supported onto Bentonite, A Versatile Reagent for Aromatization of Hantzsch 1,4-Dihydropyridines“, J. Chin. Chem. Soc., 54: 579-582 (2007). K., Oskooie,
Heravi, M.M., Oskooie, H. A., Baghernejad, B.,”Facile, Regioselective and Green Synthesis of Ortho-nitrophenoles Using NaNO2, KHSO4“, J. Chin.Chem. Soc., 54: 767-770 (2007).
Zhou, J.F., Tu, S.J., Gao, Y., Ji, M., ”One pot synthesis of pyrans and pyrano[2,3-c]pyrazole derivatives under microwave irradiation“, J. Org. Chem., 21: 742-745 (2001).
Heravi, M., Javanmardi, N., Oskooie, H., Baghernejad, B. (2011). A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media. Gazi University Journal of Science, 24(2), 227-231.
AMA
Heravi M, Javanmardi N, Oskooie H, Baghernejad B. A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media. Gazi University Journal of Science. April 2011;24(2):227-231.
Chicago
Heravi, Majid, Najme Javanmardi, Hossein Oskooie, and Bita Baghernejad. “A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media”. Gazi University Journal of Science 24, no. 2 (April 2011): 227-31.
EndNote
Heravi M, Javanmardi N, Oskooie H, Baghernejad B (April 1, 2011) A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media. Gazi University Journal of Science 24 2 227–231.
IEEE
M. Heravi, N. Javanmardi, H. Oskooie, and B. Baghernejad, “A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media”, Gazi University Journal of Science, vol. 24, no. 2, pp. 227–231, 2011.
ISNAD
Heravi, Majid et al. “A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media”. Gazi University Journal of Science 24/2 (April 2011), 227-231.
JAMA
Heravi M, Javanmardi N, Oskooie H, Baghernejad B. A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media. Gazi University Journal of Science. 2011;24:227–231.
MLA
Heravi, Majid et al. “A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media”. Gazi University Journal of Science, vol. 24, no. 2, 2011, pp. 227-31.
Vancouver
Heravi M, Javanmardi N, Oskooie H, Baghernejad B. A Facile One Pot Synthesis Of Pyrano[2,3-C]Pyrazole Derivatives Using P-Toluene Sulfonic Acid In Aqueous Media. Gazi University Journal of Science. 2011;24(2):227-31.