ChemicalBook CAS DataBase List 2-Phenylbenzoxazole

2-Phenylbenzoxazole synthesis

13synthesis methods

Product Name:2-Phenylbenzoxazole
CAS Number:833-50-1
Molecular formula:C13H9NO
Molecular Weight:195.22

273-53-0 Synthesis

273-53-0
203 suppliers
$10.00/5g

3240-34-4 Synthesis

3240-34-4
593 suppliers
$7.00/10g

833-50-1
119 suppliers
$11.00/250mg

Yield:833-50-1 80%

Reaction Conditions:

with 1,10-Phenanthroline;palladium diacetate;caesium carbonate in dimethyl sulfoxide at 150; for 20 h;Inert atmosphere;

Steps:

1.1 General procedure of direct arylation of benzoxazole C-H bonds with iodobenzene diacetates
Gerenal procedure: Under N₂, a reaction tube was charged with benzoxazole (0.2 mmol), PhI(OAc)₂ (80.5 mg, 0.25 mmol), Pd(OAc)₂ (2.2 mg, 5 mol %), 1,10-phenanthroline (7.9 mg, 10 mol %) and DMSO (2 mL). The mixture was stirred at 150 °C for 20 h. After the completion of the reaction, as monitored by TLC, 10 mL of ethyl acetate was added and the mixture was washed with water (3 × 5 mL). Then the organic layer was concentrated in vacuo and the residue was purified by flash column chromatography on a silica gel to give the desired product.

References:

Yu, Peng;Zhang, Guangyou;Chen, Fan;Cheng, Jiang [Tetrahedron Letters,2012,vol. 53,# 34,p. 4588 - 4590] Location in patent:supporting information; experimental part

95-55-6 Synthesis