反应 #554568

ord-48bd6ccb37be4985b64204451b59cf70

反应方程式

O
H2O
OB(O)c1cc2ccccc2s1
Benzo[b]thiophene-2-ylboronic acid
Clc1ccc2cnc3ccccc3c2c1
9-chlorophenanthridin
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
c1ccc2sc(-c3ccc4cnc5ccccc5c4c3)cc2c1
9-Benzothienylphenanthridine
收率 78.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度by refluxing under a N2 atmosphere for 5 hours
  2. 2
    萃取the mixture was extracted with chloroform
  3. 3
    干燥by drying with sodium sulfate
  4. 4
    过滤After filtration
  5. 5
    其他the filtrate was evaporated to dryness under reduced pressure
  6. 6
    其他The obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.15 g, yield: 78%)

实验过程

Benzo[b]thiophene-2-ylboronic acid (884 mg, 5.0 mmol) and 9-chlorophenanthridin (1.0 g, 4.8 mmol) were dissolved in tetrahydrofuran (30 ml), and palladium catalyst (160 mg, 0.14 mmol) and 2M sodium carbonate solution (20 ml) were added, followed by refluxing under a N2 atmosphere for 5 hours. The reaction solution was added to H2O and the mixture was extracted with chloroform, followed by drying with sodium sulfate. After filtration, the filtrate was evaporated to dryness under reduced pressure. The obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.15 g, yield: 78%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08623239B2uspto-grants-2014_01