反应详情

2-(5-Bromo-1-naphthyl)-5-methyl-1,3,4-oxadiazole (D3) (1.50 g, 5.2 mmol) and 4-carboxyphenylboronic acid (0.86 g, 5.2 mmol) were stirred in dimethoxyethane (DME) (40 ml), and sodium carbonate (2.5 g, 23 mmol) in water (40 ml) was added. The mixture was purged by a stream of Ar for 15 min, when tetrakis (triphenylphosphine)palladium (0) (0.1 g, 0.008 mmol) was added. The mixture was stirred at reflux under Ar for 20 h, and then evaporated to remove DME. The grey suspension was acidified (5M HCl), and the solid was filtered off and dried in vacuo at 60° C. This material was heated at reflux in ethanol (30 ml), and filtered hot. The white solid so collected was dried in vacuo at 60° C. giving 1.32 (77%) of the title compound.

1. customThe mixture was purged by a stream of Ar for 15 min
2. temperatureat reflux under Ar for 20 h
3. customevaporated
4. customto remove DME
5. filtrationthe solid was filtered off
6. customdried in vacuo at 60° C
7. temperatureThis material was heated
8. temperatureat reflux in ethanol (30 ml)
9. filtrationfiltered hot
10. customThe white solid so collected
11. customwas dried in vacuo at 60° C.