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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173202Generated: October 30, 2026

Potassium Carbonate → 2-prop-2-enyl-4H-thieno[2,3-c]furan-6-one

https://huagongshe.com/reaction/2173202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4,4,5,5-Tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolaneHCID 2763171—
Reactant2-bromothieno[2,3-c]furan-6(4H)-oneHCID 67516504—
CatalystPalladium--triphenylphosphane (1/1)HCID 15220664—
SolventDimethylformamideHCID 6228—
Product2-prop-2-enyl-4H-thieno[2,3-c]furan-6-oneHCID 69087517—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a 15 mL microwave reaction vial was added 2-bromothieno[2,3-c]furan-6(4H)-one (45 mg, 0.205 mmol), 4,4,5,5-tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolane (34.5 mg, 0.205 mmol, 1.0 eq), potassium carbonate (56.8 mg, 0.411 mmol, 2.0 eq) and palladium triphenylphosphane (1:4) (23.7 mg, 0.021 mmol, 0.1 eq). To above mixture was added DMF (1.0 mL), de-gas and filled with N2. The vial was heated to 100° C. for 60 min, cooled down, diluted with EtOAc, washed with aqueous sodium bicarbonate, brine and water. The organic phase was dried over anhydrous Na2SO4, filtered, concentrated. The crude product was purified by flash column chromatography. LC-MS (IE, m/z): 181.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-1af1281819134703a6b23b055dda2752
Source noteuspto-grants-2015_06