Nickel-catalyzed tandem reactions of 3-(2-hydroxy-phenyl)-acrylic acids 1 with 2-bromo-benzenethiols 4, each involving cyclic esterification/C–S bond formationa.
| ||||
|---|---|---|---|---|
| Entry | R | R2 | 3 | Yieldb |
| 1 | H | H |
|
73 |
| 2 | 4-CH3O | H |
|
69 |
| 3 | 5-Cl | H |
|
75 |
| 4 | 4,5-diCH3 | H |
|
64 |
| 5 | 4,5-diCH3O | H |
|
60 |
| 6 | 4,5-diCH3O | Naphthyl |
|
52 |
Unless otherwise noted, reaction conditions were 1 (0.5 mmol), 3 (0.6 mmol), Ni(CO)4 (10 mol%), NaOEt (2 equiv.), DMSO (5 mL), 90 °C, and a reaction time of 10 h.
Isolated yield.