Реакция #2045083

Уравнение реакции

3-bromo-9H-carbazole

9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

K3PO4

→

9H,9′H-3,3′-bicarbazole

Выход 73.1%

Растворители

toluene

water

Условия реакции

Обработка

1. 1
   Экстракцияthe reaction mixture was extracted with dichloromethane
2. 2
   Промывкаwashed with brine
3. 3
   СушкаThe combined organic solutions were dried over Na2SO4
4. 4
   Фильтрацияfiltered
5. 5
   Другоеthe solvent was evaporated
6. 6
   Другоеto yield a crude product, which
7. 7
   Другоеwas recrystallized from DCM/hexane (1/1, v/v, 1200 mL)

Методика

A mixture solution of 3-bromo-9H-carbazole (6.75 g, 27.4 mmol), 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (12.15 g, 32.9 mmol), Pd2(dba)3 (0.251 g, 0.274 mmol), SPhos (0.450 g, 1.097 mmol) and K3PO4 (25.3 g, 110 mmol) in toluene (500 mL) and water (50 mL) was refluxed under nitrogen for 10 h. After cooling to room temperature, the reaction mixture was extracted with dichloromethane and washed with brine. The combined organic solutions were dried over Na2SO4, filtered, and the solvent was evaporated to yield a crude product, which was recrystallized from DCM/hexane (1/1, v/v, 1200 mL) to yield 9H,9′H-3,3′-bicarbazole (6.66 g, 59%) as a yellow solid.

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