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S. Rostamnia, A. Hassankhani
LETTER
15, 666. (b) Karimi, B.; Zareyee, D. Org. Lett. 2008, 10,
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Mesoporous Solid Support as a Nanocatalyst; LAP
LAMBERT Academic Publishing: Saarbrücken, 2013.
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Chmelka, B. F.; Stucky, G. D. Science 1998, 279, 548.
(9) Zolfigol, M. A. Tetrahedron 2001, 57, 9509.
(10) General Procedure for the Synthesis of
Polyhydroquinolines and Dihydropyridines
A mixture of aldehyde (1 mmol), β-dicarbonyl compound (1
or 2 mmol), NH4OAc (2.5 mmol), dimedone (1 mmol, when
used), and SBA-15/NHSO3H (5 mol%) was stirred at 55 °C.
After complete disappearance of starting material as
indicated by TLC, the resulting mixture was diluted with hot
EtOAc (10 mL) and filtered. The catalyst was completely
recovered from the residue.
(5) (a) Koukabi, N.; Kolvari, E.; Khazaei, A.; Zolfigol, M. A.;
Shirmardi-Shaghasemi, B.; Khavasi, H. R. Chem. Commun.
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S.; Lamei, K. Chin. Chem. Lett. 2012, 23, 930. (f) Alizadeh,
A.; Rostamnia, S. Synthesis 2010, 4057.
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2005, 46, 5771. (b) Das, B.; Ravikanth, B.; Ramu, R.; Rao,
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(7) (a) Rostamnia, S.; Lamei, K. Synthesis 2011, 3080.
(b) Rostamnia, S.; Lamei, K.; Mohammadquli, M.;
Sheykhan, M.; Heydari, A. Tetrahedron Lett. 2012, 53,
5257. (c) Rostamnia, S.; Zabardasti, A. J. Fluorine Chem.
2012, 144, 69. (d) Rostamnia, S.; Karimi, Z.; Ghavidel, M.
J. Sulfur Chem. 2012, 33, 313. (e) Rostamnia, S.;
Representative Spectroscopic Data
Methyl 2,7,7-Trimethyl-5-oxo 4-Phenyl-1,4,5,6,7,8-
hexahydro-3-quinolinecarboxylate (4a)
1H NMR (300.13 MHz, CDCl3): δ = 0.94 (s, 3 H), 1.09 (s, 3
H), 2.11–2.40 (m, 8 H), 3.62 (s, 3 H), 5.08 (s, 1 H), 7.08–7.31
(m, 5 H).
Doustkhah, E. J. Fluorine Chem. 2013, 153, 1.
(f) Rostamnia, S.; Xin, H.; Nouruzi, N. Microporous
Mesoporous Mater. 2013, 179, 99. (g) Rostamnia, S.; Nuri,
A.; Xin, H.; Pourjavadi, A.; Hosseini, S. H. Tetrahedron
Lett. 2013, 54, 3344. (h) Rostamnia, S.; Xin, H.; Liu, X.;
Lamei, K. J. Mol. Catal. A: Chem. 2013, 374-375, 85.
(i) Rostamnia, S.; Xin, H. Appl. Organomet. Chem. 2013,
27, 348. (j) Rostamnia, S.; Pourhassan, F. Chin. Chem. Lett.
2013, 24, 401. (k) Rostamnia, S.; Doustkhah, E.
Diethyl 2,6-Dimethyl-4-phenyl-1,4-dihydropyridine-3,5-
dicarboxylate (5a)
IR (KBr): 3342, 1700, 1657, 1473, 1198, 1129 cm–1. 1H
NMR (300.13 MHz, CDCl3): δ = 1.23 (t, 3JHH = 7.0 Hz, 6 H),
2.34 (s, 6 H), 4.12 (q, 3JHH = 7.0 Hz, 4 H), 4.91 (s, 1 H), 5.68
(s, 1 H), 7.07–7.43 (m, 5 H). 13C NMR (75 MHz, CDCl3):
δ = 14.91, 19.56, 39.43, 59.82, 103.14, 127.25, 127.32,
128.34, 129.61, 146.19, 148.25, 167.34.
Synlett 2014, 25, 2753–2756
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