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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 588261Erstellt: 26. Oktober 2026

Potassium Carbonate → 5-(5-Phenylthiophen-2-yl)indolin-2-one

https://huagongshe.com/reaction/588261

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt5-Bromo-2-oxindoleHCID 611193—
Edukt(5-Phenylthiophen-2-yl)boronic acidHCID 2776315—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt5-(5-Phenylthiophen-2-yl)indolin-2-oneHCID 9041875129,1%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 5-bromooxindole (100 mg, 0.572 mmol) in dioxane/H2O (3 ml/1 ml) was added Pd(PPh3)4 (55 mg, 0.047 mmol), 5-phenylthiophene-2-boronic acid (106 mg, 0.519 mmol) and potassium carbonate (196 mg, 1.42 mmol). The mixture was stirred at 120° C. for 1 hour under microwave irradiation. The residue was extracted with CHCl3, and the organic layer was washed with H2O and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (CHCl3/MeOH) to give 5-(5-phenylthiophen-2-yl)indolin-2-one (44 mg) as a pale yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227962B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-7205dd245247426281bb80fafcb06709
Quellennotizuspto-grants-2016_01