Table 1.
R | R | R | ||||
---|---|---|---|---|---|---|
1a b | H | 6a b | 3,5-OH | 11a | 3,5-OMe | |
2a b | 3-OH | 7a b | 2,3,4-OH | 12a | 2,3,4-OMe | |
3a b | 4-OH | 8a | 3-OMe | 13a | 4-(2)pyridinyl) | |
4a b | 4-Cl | 9a | 4-OMe | 14a | 4-(4)NO2benzyl | |
5a b | 2,4-OH | 10a | 2,4-OMe | |||
1b | H | 6b c | 3,5-OH | 11b | 3,5-OMe | |
2b | 3-OH | 7b | 2,3,4-OH | 12b | 2,3,4-OMe | |
3b | 4-OH | 8b | 3-OMe | 13b | 4-(2)pyridinyl) | |
4b | 4-Cl | 9b | 4-OMe | 14b c | 4-(4)NO2benzyl | |
5b | 2,4-OH | 10b | 2,4-OMe | |||
1c | H | 10c | 2,4-OMe | 13c | 4-(2)pyridinyl) | |
8c | 3-Ome | 11c | 3,5-OMe | 11 | ||
9c | 4-Ome | 12c | 2,3,4-OMe | 12 |
a A total of 35 compounds were screened, seven commercially available ones purchased from Sigma-Aldrich Co. (St. Louis, MO, USA) b and 28 prepared by us. c Unpublished compounds; the corresponding structural elucidation data are presented in the Experimental Section. The other products are known compounds and were identified by comparison with authentic samples.