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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1159753Erstellt: 26. Oktober 2026

Tributylvinyltin → 1-[(4-Methylphenyl)sulfonyl]-4-vinyl-1H-indole

https://huagongshe.com/reaction/1159753

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributylvinyltinHCID 81998—
Edukt4-Bromo-1-(toluene-4-sulfonyl)-1H-indoleHCID 562869—
LösungsmittelTolueneHCID 1140—
Produkt1-[(4-Methylphenyl)sulfonyl]-4-vinyl-1H-indoleHCID 1244659177%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole (600 mg, 1.71 mmol; Intermediate 3), tributyl(vinyl)stannane (0.550 mL, 1.88 mmol) and Pd(PPh3)2OAc2 (32 mg, 0.043 mmol) were mixed in dry toluene (8 mL) and stirred 24 h at 110° C. using a STEM block, then rt. for 40 h. The reaction mixture was filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography (20% DCM in hexane-50% DCM in hexane). This afforded the title compound 390 mg, 77% as a colorless sticky oil. MS (ESI+) for C17H15NO2S m/z 298 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07812017B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-8bf2c7966f23436ab574bd4a6fd7898f
Quellennotizuspto-grants-2010_10