反应 #1095842

ord-4f219fe901ea47398e1918c73013565a

反应方程式

CN(C)C=O
DMF
Ic1ccc2[nH]c3ccccc3c2c1
compound 1
Ic1ccc2[nH]c3ccccc3c2c1
3-Iodocarbazole
CCCCN(CCCC)CCCC
tributylamine
C=CC(=O)OC
methyl acrylate
Ic1ccc2[nH]c3ccccc3c2c1
compound 1
Ic1ccc2[nH]c3ccccc3c2c1
3-Iodocarbazole
COC(=O)C=Cc1ccc2[nH]c3ccccc3c2c1
compound 7
收率 62.0%
COC(=O)C=Cc1ccc2[nH]c3ccccc3c2c1
3-Methoxycarbonylvinylcarbazole
收率 62.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他to react at 160° C. for 10 minutes
  2. 2
    其他The palladium powder was removed by Kiriyama filtration
  3. 3
    其他the reaction solution was purified by column chromatography (HexH:AcOEt=3:1)

实验过程

To a DMF solution (0.25 mL) of palladium acetate (38.0 mg, 0.17 μmol), compound 1 (0.50 g, 1.71 mmol), tributylamine (0.41 μL, 1.71 mmol), methyl acrylate (0.38 L, 4.27 mmol), and H2O (1.0 mL) were sequentially added. The reaction solution was allowed to react at 160° C. for 10 minutes using microwaves, and the reaction was traced by TLC. Thereby, the loss of compound 1 was confirmed. The palladium powder was removed by Kiriyama filtration, and then the reaction solution was purified by column chromatography (HexH:AcOEt=3:1), and thus compound 7 (0.26 g, 62%) was obtained as a white powder.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07972792B2uspto-grants-2011_07