Alternatived Products of [ 52200-03-0 ]
Product Details of [ 52200-03-0 ]
| CAS No. : | 52200-03-0 |
MDL No. : | MFCD09972170 |
| Formula : |
C8H10O4S
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : | 202.23 g/mol |
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 52200-03-0 ]
* 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.
- Downstream synthetic route of [ 52200-03-0 ]
- 1
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[ 150-19-6 ]
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[ 124-63-0 ]
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[ 52200-03-0 ]
| Yield | Reaction Conditions | Operation in experiment |
| 90% |
With triethylamine In dichloromethane at 0 - 20℃; |
General procedure for synthesis of aryl mesylates
General procedure: To a solution of phenol substrate (1.0 eq, 10.0 mmol) and Et3N (1.5 eq, 15.0 mmol) in CH2Cl2 (0.5 g/mL) was added dropwise the solution of MsCl (1.2 eq, 12.0 mmol) in CH2Cl2 at 0 oC. The mixture was allowed to warm to RT and stirred for 4 h-12 h to detect for the reaction completion. The reaction solution was added to H2O (20 ml). The layers were separated and the aqueous layer was extracted with CH2Cl2 (10 mL× 2). The combined organic layers were washed with brine (20 mL), and dried over Na2SO4. After the solvent was evaporated, the product was purified by column chromatography over silica gel. |
| 85% |
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; |
|
| 84% |
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; |
|
|
With pyridine |
|
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With triethylamine In dichloromethane |
|
Reference：
[1]Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin
[Synlett, 2014, vol. 25, # 20, p. 2938 - 2942]
[2]Song, Bingrui; Knauber, Thomas; Gooßen, Lukas J.
[Angewandte Chemie - International Edition, 2013, vol. 52, # 10, p. 2954 - 2958][Angew. Chem., 2013, vol. 125, # 10, p. 3026 - 3030]
[3]Location in patent: experimental part
Leowanawat, Pawaret; Zhang, Na; Resmerita, Ana-Maria; Rosen, Brad M.; Percec, Virgil
[Journal of Organic Chemistry, 2011, vol. 76, # 24, p. 9946 - 9955]
[4]Carnahan,J.C. et al.
[Journal of the American Chemical Society, 1976, vol. 98, p. 2526 - 2531]
[5]Chow, Wing Kin; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee
[Journal of Organic Chemistry, 2010, vol. 75, # 15, p. 5109 - 5112]
- 2
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[ 17873-01-7 ]
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[ 52200-03-0 ]
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[ 24423-07-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 96% |
With tetrabutyl ammonium fluoride; palladium diacetate; XPhos In tetrahydrofuran; <i>tert</i>-butyl alcohol at 90℃; Inert atmosphere; |
|
- 3
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[ 668987-38-0 ]
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[ 52200-03-0 ]
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[ 1003858-50-1 ]
- 4
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[ 1891-90-3 ]
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[ 52200-03-0 ]
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[ 750607-55-7 ]
| Yield | Reaction Conditions | Operation in experiment |
| 91% |
With t-BuBrettPhos; water; palladium diacetate; caesium carbonate In <i>tert</i>-butyl alcohol at 110℃; for 0.233333h; Inert atmosphere; |
|
- 5
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[ 905966-40-7 ]
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[ 52200-03-0 ]
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[ 81443-43-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 92% |
With potassium phosphate tribasic hydrate; NiIICl(1-naphthyl)(tricyclohexylphosphine)2; tricyclohexylphosphine; In tetrahydrofuran; at 23℃; for 1h;Inert atmosphere; Glovebox; Sealed tube; |
General procedure: Cross-Coupling of ortho-, meta-, and para-Substituted, Electron-Rich and Electron-Deficient Aryl Halides and Aryl Mesylates with Aryl Neopentylglycolboronates Catalyzed by NiIICl(1-naph-thyl)(PCy3)2/PCy3 in Anhydrous THF at 23 C; General Procedure 2In an oven-dried test tube charged with a Teflon coated stirring barwere added aryl halide or aryl mesylate (0.3 mmol), aryl neopentyl-glycolboronates (0.315 mmol), K3PO4(H2O)3.2 (191.00 ± 1.00 mg, 0.9mmol), and NiIICl(1-naphthyl)(PCy3)2 (11.73 ± 0.0510 mg, 0.015mmol, 5% catalyst loading). The test tube was brought into a N2 filledglove box (moisture level <2 ppm) through three degassing cycles andPCy3 (8.4 mg, 0.03 mmol, 10% loading) ligand was added. Distilled sol-vent (1 mL) was added inside the glove box and the test tube wassealed by a rubber septum and left stirring at 23 C. A sample was tak-en by syringe and transferred outside the glove box. The sample wasdiluted by distilled THF (0.2 mL) and filtered through a short columnof Al2O3. The filtrate was concentrated and the GC analysis was car-ried out. The reaction mixture was diluted with CH2Cl2 (2 mL), filteredthrough a layer of Al2O3, and washed with CH2Cl2 (3 1 mL). The fil-trate was collected and concentrated under vacuum. The crude prod-uct was purified by column chromatography on silica gel with EtO-Ac/hexane mixture as eluent. The reductive elimination side-productwas also isolated and characterized. |
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