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. 2023 Feb 8;9(2):e13522. doi: 10.1016/j.heliyon.2023.e13522

Table 3.

Preparation of 4H-pyrans derivatives by using Cu2(NH2-BDC)2(DABCO) as the catalysta

Image 3.

Entry Aldehyde Product Time (min) Yield (%)b M.P. (°C) M.P. (°C) [Lit.]
1 4-Chloro benzaldehyde 8a 22 92 160–163 162 [55]
2 2-Chloro benzaldehyde 8b 25 90 188–192 190-191 [56]
3 4-Bromo benzaldehyde 8c 25 92 179–182 179-180 [57]
4 Benzaldehyde 8d 60 80 185–188 189 [58]
5 2-Nitro benzaldehyde 8e 42 90 178–180 177-178 [57]
6 3-Nitro benzaldehyde 8f 40 87 186–190 187-188 [57]
7 4-Nitro benzaldehyde 8g 40 89 175–178 174-176 [59]
8 4-Methyl benzaldehyde 8h 18 90 173–176 175-176 [59]
9 4-Chloro benzaldehyde 9a 30 65 149–154 153-155 [60]
10 3-Nitro benzaldehyde 9b 42 63 160–164 166 [61]
a

Reaction conditions: aldehyde (2, 1.0 mmol), malononitrile (3, 1.0 mmol), acetyl acetone or ethyl acetoacetate (7a-b, 1.0 mmol), Cu2(NH2-BDC)2(DABCO) (0.04 g), solvent-free and room Temperature.

b

Isolated yield.