Highly efficient three-component, one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives
1111
113.3, 117.1, 119.2 (CN), 123.0, 123.4, 125.2, 128.8,
129.5, 131.1, 133.2, 133.5, 142.4, 152.6, 154.5 (C-2),
158.5, 159.9 (C=O) ppm.
129.3, 133.3, 133.4, 143.7, 143.9, 152.5, 152.6, 153.8,
154.0, 158.4, 158.8, 159.8 (C=O), 159.9 (C=O) ppm.
Acknowledgments We thank the National Natural Science Foun-
dation of China (20872025), the Nature Science Foundation of
Hebei Province (B2008000149), and the Research Foundation for
the Graduate Program of Hebei Normal University for financial
support.
2-Amino-4-(2-cyanophenyl)-5-oxo-4H,5H-pyrano-
[3,2-c]chromene-3-carbonitrile (4s, C20H11N3O3)
IR (KBr): vꢀ = 3,192, 2,198 (CN), 1,718 (C=O), 1,674,
1,604, 1,456, 1,382, 1,112, 1,062, 1,010, 758, 617 cm-1
;
1H NMR: d = 4.81 (s, 1H, CH), 7.44–7.48 (m, 2H, ArH),
7.51–7.54 (m, 2H, ArH), 7.59 (br s, 2H, NH2), 7.66 (t,
J = 7.5 Hz, 1H, ArH), 7.74 (t, J = 8.0 Hz, 1H, ArH), 7.81
(d, J = 7.5 Hz, 1H, ArH), 7.92 (d, J = 8.0 Hz, 1H, ArH)
ppm; 13C NMR: d = 36.7 (C-4), 56.8 (C-3), 102.4, 111.3,
117.1 (Ar-CN), 117.7 (CN), 119.2, 123.2, 125.3, 128.6,
130.4, 130.5, 133.8, 134.0, 147.4, 152.7, 154.6 (C-2),
158.4, 160.1 (C=O) ppm.
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1
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123