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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625710Generated: October 29, 2026

Nitrogen → 4-Mercapto-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/625710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Indanone, 4-bromo-HCID 98713—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 178476994HCID 178476994—
Solvent1,4-DioxaneHCID 31275—
Product4-Mercapto-2,3-dihydro-1H-inden-1-oneHCID 5529731854%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-Bromo-indanone (500 mg, 2.37 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (137 mg, 0.24 mmol), thioacetate (541 mg, 4.74 mmol) and diisopropylethylamine (1.64 mL, 5.69 mmol) are dissolved in 1,4-dioxane (2 mL). The mixture is degassed with N2 and tris(dibenzylideneacetone)palladium(0) (217 mg, 0.24 mmol) is added and heated under microwave irradiation at 120° C. for 2 hours. The solution is concentrated under vacuum. The crude product obtained is purified by flash chromatography (10-80% ethyl acetate in cyclohexane) to give the title compound (Yield: 210 mg). LC (METHOD 5): tR=0.89 min; Mass spectrum (ES−): m/z=163 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09308194B2
Source datasetuspto-grants-2016_04
ORD IDord-7a1236e4c1254a53bf10626b4ee62280
Source noteuspto-grants-2016_04