Skip to main content
. 2019 Apr 25;9(23):12801–12812. doi: 10.1039/c9ra01679a

MNPs@Cu-catalyzed synthesis of 2-amino-3-cyano-pyrano[3,2-c] chromen-5(4H)-one (4) derivativesa.

Entry Product RCHO (2) Product Time (min) Yield (%)b MP (obsd) (°C) MP (lit.) (°C)
1 4a graphic file with name c9ra01679a-u2.jpg graphic file with name c9ra01679a-u3.jpg 12 91 258–260 256–25817
2 4b graphic file with name c9ra01679a-u4.jpg graphic file with name c9ra01679a-u5.jpg 12 92 260–263 260–26219
3 4c graphic file with name c9ra01679a-u6.jpg graphic file with name c9ra01679a-u7.jpg 8 94 249–251 250–25219
4 4d graphic file with name c9ra01679a-u8.jpg graphic file with name c9ra01679a-u9.jpg 8 94 243–245 244–24618
5 4e graphic file with name c9ra01679a-u10.jpg graphic file with name c9ra01679a-u11.jpg 8 95 262–264 263–26548
6 4f graphic file with name c9ra01679a-u12.jpg graphic file with name c9ra01679a-u13.jpg 8 95 259–261 260–26217
7 4g graphic file with name c9ra01679a-u14.jpg graphic file with name c9ra01679a-u15.jpg 15 92 233–235 236–23853
8 4h graphic file with name c9ra01679a-u16.jpg graphic file with name c9ra01679a-u17.jpg 20 90 240–243 242–24446
9 4i graphic file with name c9ra01679a-u18.jpg graphic file with name c9ra01679a-u19.jpg 15 93 222–224 221–22318
10 4j graphic file with name c9ra01679a-u20.jpg graphic file with name c9ra01679a-u21.jpg 20 90 226–229 228–23017
11 4k graphic file with name c9ra01679a-u22.jpg graphic file with name c9ra01679a-u23.jpg 15 92 256–259 253–25447
12 4l graphic file with name c9ra01679a-u24.jpg graphic file with name c9ra01679a-u25.jpg 15 90 261–264 260–26217
13 4m graphic file with name c9ra01679a-u26.jpg graphic file with name c9ra01679a-u27.jpg 15 90 250–252 252–25417
14 4n graphic file with name c9ra01679a-u28.jpg graphic file with name c9ra01679a-u29.jpg 15 95 258–260 259–26142
15 4o graphic file with name c9ra01679a-u30.jpg graphic file with name c9ra01679a-u31.jpg 20 89 261–264 265–26717
a

Reaction conditions: 4-hydroxycoumarin (1 mmol), aldehyde (1 mmol), malononitrile (1.1 mmol), MNPs@Cu (10 mg).