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. 2014 Jan 17;19(1):1150–1162. doi: 10.3390/molecules19011150

Table 2.

Michael addition reaction of barbituric acid derivatives 1 to nitroolefin 2 catalyzed by Et2NH in water at room temperature a.

graphic file with name molecules-19-01150-i002.jpg

Entry 3 R Yield (%) b
1 3a Ph 99
2 3b p-CH3Ph 96
3 3c p-BrPh 92
4 3d p-ClPh 91
5 3e 2,4-Cl2Ph 90
6 3f 2,6-Cl2Ph 91
7 3g p-CH3OPh 89
8 3h p-NO2Ph 88
9 3i Ferrocene 93
10 3j CH3 96
11 3k Thiophene 95
12 3l Ph 97
13 3m p-CH3Ph 94
14 3n p-BrPh 88
15 3o p-ClPh 89
16 3p 2,4-Cl2Ph 85
17 3q 2,6-Cl2Ph 86
18 3r p-CH3OPh 88
19 3s Ferrocene 92
20 3t p-NO2Ph 87

a All reactions were carried out with barbituric acid 1 (1.5 mmol), nitroalkene 2 (1.5 mmol) and amine (1.5 mmol) in water (1.5 mL) for the specified time. b Yield of isolated product.