Table 1.
Synthesis of thiolactone-isatin hybrids 3 and tetracycles 4.
Compd | R | n | (3:4)a | Yield (%) |
3a | Br | 1 | 100:0 | 9 |
3b | Cl | 1 | 100:0 | 13 |
3c | F | 1 | 100:0 | 14 |
3d | I | 1 | 100:0 | 10 |
3e | CH3 | 1 | 100:0 | 26 |
3f | H | 1 | 100:0 | 36 |
3g | H | 2 | 100:0 | 18 |
3h, 4a | H | 3 | 22:78 | 45b |
3i, 4b | H | 4 | 84:16 | 31b |
3j, 4c | H | 5 | 71:29 | 21b |
aDetermined from isolated yields;
bCombined isolated yields of 3 and 4.