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. 2009 Nov 20;5:68. doi: 10.3762/bjoc.5.68

Table 1.

HAP–Cs2CO3 catalyzed Knoevenagel condensation between aromatic aldehydes and malononitrile or ethyl cyanoacetate at 80–100 °C with water as solvent.

graphic file with name Beilstein_J_Org_Chem-05-68-i001.jpg

Productsa R X Time (h) Yield (%)b mp (Lit. mp) °C

3a C6H5 CN 2.5 77 80–81 (81–82) [21]
3b 4-OCH3C6H4 CN 3 74 114–115 (115–118) [21]
3c 4-ClC6H4 CN 2 86 159–162 (160–163) [21]
3d 4-OHC6H4 CN 3.5 68 188–189 (187–188) [21]
3e 3-NO2C6H4 CN 2.5 73 102–104 (103–104) [21]
3f 3-OCH3-4-OHC6H3 CN 2 72 135–137 (135–136) [21]
3g 2-OHC6H4 CN 1.5 75 98–99 (100–101) [21]
3h graphic file with name Beilstein_J_Org_Chem-05-68-i002.jpg CN 2 77 102–104 (102–105) [21]
3i –CH=CH–C6H4 CN 3 73 125–127 (126–129) [21]
3j C6H5 COOEt 15 75 49–50 (49–52) [21]
3k 4-ClC6H4 COOEt 13 82 89–90 (90–94) [21]
3l 4-OHC6H4 COOEt 15 80 87–88 (88–90) [21]
3m 3-NO2C6H4 COOEt 17 78 128–130 (128–132) [21]
3n 4-CH3C6H4 COOEt 14 75 91–92 (90–92) [21]
3o –CH=CH–C6H5 COOEt 17 71 112–114 (114–115) [21]

aAll the products were characterised by 1H NMR, IR, mass spectral data and comparison with authentic samples available commercially or prepared according to the reported methods.

bYields refer to the isolated yields.