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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 883950Erstellt: 26. Oktober 2026

Potassium triisopropylsilanethiolate → 5-Triisopropylsilanylsulfanyl-indole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/883950

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium triisopropylsilanethiolateHCID 11085560—
Edukt5-Iodo-1H-indole, N-BOC protectedHCID 16125958—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Triisopropylsilanylsulfanyl-indole-1-carboxylic acid tert-butyl esterHCID 6704034889%

Reaktionsschritte

A solution of the product of Example 59A (200 mg, 0.583 mmol) in anhydrous tetrahydrofuran (4 mL) under a nitrogen atmosphere was treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium methylene chloride complex (5 mg) and the solution was sparged with nitrogen for several minutes. Potassium triisopropylsilanethiolate (146.5 mg, 0.6411 mmol), prepared according to Tetrahedron Letters 35 (20) 3221 1994, was added and the reaction was heated at reflux for 15 minutes. The reaction was cooled to room temperature and the solvent removed by rotary evaporation under vacuum to provide the title compound as a colorless oil (210 mg, 89%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08236950B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-46c7a3ed112d49d8b750db64fa1c2a44
Quellennotizuspto-grants-2012_08