Реакция #1095841

Уравнение реакции

compound 1

3-Iodocarbazole

acrylonitrile

triphenylphosphine

triethylamine

→

compound 2

Выход 18.0%

3-Cyanovinylcarbazole

Выход 18.0%

compound 1

Выход 37.0%

3-Iodocarbazole

Выход 37.0%

Растворители

AcOEt

HexH

dioxane

dioxane

Условия реакции

Обработка

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

Методика

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.

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