Table 1. . Substitution pattern of thiaheterocyclic benzohydroxamic acids 1–3.
Compound | R1 | R2 | R3 | x | n | Config.† |
---|---|---|---|---|---|---|
1a | H | H | – | 0 | 1 | Para |
1b | H | OMe | – | 0 | 1 | Para |
1c | F | H | – | 0 | 1 | Para |
1d | F | OMe | – | 0 | 1 | Para |
1e | H | H | – | 2 | 1 | Para |
1f | H | OMe | – | 2 | 1 | Para |
1g | F | H | – | 2 | 1 | Para |
1h | F | OMe | – | 2 | 1 | Para |
1i | Br | H | – | 2 | 1 | Para |
1j | H | H | – | 1 | 1 | Para |
1k | F | H | – | 1 | 1 | Para |
1l | H | H | – | 2 | 0 | Para |
1m | F | H | – | 2 | 0 | Para |
1n | H | H | – | 0 | 1 | Meta |
1o | F | H | – | 0 | 1 | Meta |
1p | H | H | – | 2 | 1 | Meta |
1q | F | H | – | 2 | 1 | Meta |
1r | Ph | H | – | 2 | 1 | Meta |
1s | H | H | – | 2 | 0 | Meta |
1t | F | H | – | 2 | 0 | Meta |
1u | Br | H | – | 1 | 0 | Meta |
2a | H | H | H | – | – | – |
2b | H | Bn | H | – | – | – |
2c | 5-Br | H | H | – | – | – |
2d | 5-Br | Bn | H | – | – | – |
2e | 5-Ph | H | H | – | – | – |
2f | 5-Ph | Bn | H | – | – | – |
2g | 6-Br | H | H | – | – | – |
2h | 6-Br | Bn | H | – | – | – |
2i | 6-Ph | H | H | – | – | – |
2j | 6-Ph | Bn | H | – | – | – |
2k | H | H | Me | – | – | – |
3a | H | – | – | 0 | 1 | Cis |
3b | Cl | – | – | 0 | 1 | Cis |
3c | CF3 | – | – | 0 | 1 | Cis |
3d | H | – | – | 2 | 1 | Cis |
3e | Cl | – | – | 2 | 1 | Cis |
3f | CF3 | – | – | 2 | 1 | Cis |
3g | H | – | – | 1 | 1 | Cis |
3h | H | – | – | 0 | 2 | Cis |
3i | Cl | – | – | 0 | 1 | Trans |
3j | H | – | – | 0 | 2 | Trans |
†The para- and meta-configuration for compound 1 refers to the position of the hydroxamic acid group on the aromatic ring with respect to the aminomethyl substituent.