反応 #1095841

反応方程式

compound 1

3-Iodocarbazole

acrylonitrile

triphenylphosphine

triethylamine

→

compound 2

収率 18.0%

3-Cyanovinylcarbazole

収率 18.0%

compound 1

収率 37.0%

3-Iodocarbazole

収率 37.0%

溶媒

AcOEt

HexH

dioxane

dioxane

反応条件

後処理

1. 1
   温度the reaction solution was refluxed for 11.5 hours
2. 2
   その他the palladium powder was removed by cotton filtration
3. 3
   その他The product was purified by column chromatography (HexH:AcOEt=4:1)

実験手順

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.

出典