5,6-Difluoro-2-oxoindole synthesis
- Product Name:5,6-Difluoro-2-oxoindole
- CAS Number:71294-07-0
- Molecular formula:C8H5F2NO
- Molecular Weight:169.13
774-47-0
74 suppliers
$8.00/250mg
71294-07-0
109 suppliers
$45.00/50mg
Yield: 89%
Reaction Conditions:
with titanium tetrachloride;zinc in tetrahydrofuran at 20; for 0.0833333 h;Inert atmosphere;
Steps:
General procedure for the synthesis of compounds 2 and 4
General procedure: TiCl4 (0.7 mL, 6 mmol)was added to a stirred suspension of Zn powder (0.78 g, 12 mmol) in freshlydistilled anhydrous THF (15 mL) at room temperature (rt) under a dry N2atmosphere. After completion of the addition, the mixture was refluxed for 2 h.The suspension of the low-valent titanium reagent thus-formed was cooled tort. A solution of isatin or its derivatives 1 or 3 (2 mmol) in THF (10 mL) wasadded dropwise. The mixture was stirred at room temperature for about 5 minunder N2. After this period, the thin layer chromatography (TLC) analysis of themixture showed the reaction completed. The reaction mixture was quenchedwith 3% HCl (15 mL) and extracted with CHCl3 (3 50 mL). The combinedextracts were washed with water (3 50 mL) and dried over anhydrousNa2SO4. After evaporation of the solvent under reduced pressure, the crudeproduct was purified by column chromatography (petroleum ether/ethylacetate = 5:1) to give the pure products 2 or 4.
References:
Lin, Wei;Hu, Ming-Hua;Feng, Xian;Fu, Lei;Cao, Cheng-Pao;Huang, Zhi-Bin;Shi, Da-Qing [Tetrahedron Letters,2014,vol. 55,# 14,p. 2238 - 2242]
76778-13-7
30 suppliers
$24.00/250 mg
71294-07-0
109 suppliers
$45.00/50mg
3863-11-4
326 suppliers
$10.00/25 g
71294-07-0
109 suppliers
$45.00/50mg