/ as an Efficient and Recyclable Catalyst for the Synthesis of Dihydropyrano[3,2-b]chromenediones
Table 2
Preparation of dihydropyrano[3,2-b]chromenesa.
Entry
R
Time/min
Product
Yield/%b
m.p./°C (Lit.)
1
C6H5
40
4a
95 (93, 89)c
184-185
2
4-Cl-C6H4
40
4b
96
205-206
3
4-F-C6H4
40
4c
93
161-162
4
4-NO2-C6H4
30
4d
95
229-230
5
3-NO2-C6H4
30
4e
96
212-213
6
2-Cl-C6H4
40
4f
92
216-217
7
2,4-Cl2-C6H3
40
4g
90
166-167
8
3,4,5-(MeO)3-C6H2
60
4h
86
174-175
9
2,5-(MeO)2-C6H3
60
4i
86
192-193
10
4-Me-C6H4
45
4j
89
214-215
11
4-MeO-C6H4
45
4k
88
178-179
aReaction conditions: kojic acid (1 mmol); aldehyde (1 mmol); dimedone (1 mmol); CeCl3·7H2O/SiO2 (0.05 mmol); neat; 110°C.
bIsolated yield.
cThe catalyst was reused for three runs. 11It is m.p. of compound in Literature 11.