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CAS No. : | 488-48-2 | MDL No. : | MFCD00013785 |
Formula : | C6Br4O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LWHDQPLUIFIFFT-UHFFFAOYSA-N |
M.W : | 423.68 | Pubchem ID : | 68101 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With potassium carbonate; In acetonitrile; at 20℃; for 6h; | General procedure: A mixture of chloranil or p-bromanil (0.12 mmol), 2-substituted indole derivatives (0.1 mmol), K2CO3 (0.15 mmol), TEBA (0.12 mmol) and 10 mL CH3CN was added in a round bottom flask, and the mixture was stirred at room temperature for 6 h. The reaction was monitored by TLC. Then 30 mL of acetic ether was added into the reaction mixture, the products were filtered. The filtrate was concentrated in vacuo to give blue solid. The blue residue was purified by flash chromatography on silica gel using acetic ether and petroleum ether as eluate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | General procedure: To a mixture of 1 (0.21 g, 0.5 mmol), 2aeo (2.0 mmol), palladium catalyst [tetrakis(triphenylphosphine)] in an argon flushed pressure tubewas added THF (5 ml) and aqueous K2CO3 (2 ml, 2 M). The reaction mixture was refluxed for 12 h and was allowed to cool down to room temperature and then cold water (8 ml) was added. After stirring for additional 15 min, the mixture was extracted with dichloromethane (3 20 ml). The organic layer was washed with brine, dried over anhyd Na2SO4, filtered and concentrated in vacuo to give an inseparable 1:1 mixture of 3a-o and of the corresponding 2,3,5,6-tetraaryl-p-dihydrobenzoquinone. The mixture was treated with DDQ (0.85 mmol) in benzene (8.5 ml) and was stirred at room temperature for 3 h. The reaction mixture was filtered, dried (Na2SO4) and concentrated in vacuo. The residue was purified by chromatography (silica gel, heptanes/EtOAc?9:1) to give products 3a-o. |