Reacción #1095841

Ecuación de reacción

compound 1

3-Iodocarbazole

acrylonitrile

triphenylphosphine

triethylamine

→

compound 2

Rendimiento 18.0%

3-Cyanovinylcarbazole

Rendimiento 18.0%

compound 1

Rendimiento 37.0%

3-Iodocarbazole

Rendimiento 37.0%

Disolventes

AcOEt

HexH

dioxane

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction solution was refluxed for 11.5 hours
2. 2
   Otrothe palladium powder was removed by cotton filtration
3. 3
   OtroThe product was purified by column chromatography (HexH:AcOEt=4:1)

Procedimiento

To a dioxane solution (10 mL) of triphenylphosphine (139 mg, 0.53 μmol), palladium acetate (40.0 mg, 0.18 μmol) and triethylamine (0.59 μL, 4.23 mmol) were sequentially added, and the mixture was stirred for 5 minutes at 75° C. A dioxane solution (15 mL) of compound 1 (1.03 g, 3.52 mmol) and acrylonitrile (0.46 μL, 7.04 mmol) were added, and the reaction solution was refluxed for 11.5 hours. The product was confirmed by TLC (HexH:AcOEt=4:1), and then the palladium powder was removed by cotton filtration. The product was purified by column chromatography (HexH:AcOEt=4:1), and compound 2 (0.14 g, 18%, trans:cis=97:3) was obtained as a white powder, while compound 1 (0.37 g, recovery rate 37%) was recovered as a white powder.

Fuente