Sulfones are widely found in biomolecules and pharmaceuticals, serving as essential building blocks in synthetic chemistry. Similarly, the trifluoromethylthio (-SCF₃) group plays a crucial role in drug design and synthesis due to its strong electron-withdrawing properties.
Professor Lian Zhong from Sichuan University has developed a Cu-catalyzed multicomponent reaction that enables the one-step introduction of sulfone and trifluoromethylthio skeletons at room temperature. This method utilizes readily available aryldiazonium salts and AgSCF₃ as key reactants. In the presence of the SO₂ replacement reagent SOgen, a trifluoromethylthioarylsulfonylation reaction of styrene derivatives occurs under copper catalysis, yielding β-trifluoromethylthiosulfone compounds with high efficiency and broad substrate compatibility [1][1][1]
Key Advantages of This Method
- Mild reaction conditions at room temperature
- High yields and broad substrate scope
- Excellent diastereoselectivity and functional group tolerance
- Potential applications in complex bioactive molecule development
SOgen: A Highly Efficient SO₂ Replacement Reagent
SOgen offers multiple advantages over conventional SO₂ sources:
- Fast SO₂ release: Can completely release SO₂ within 5 minutes when used with the Skrydstrup "two-chamber" system
- Stable, controllable, and easy to store
- Minimizes side reactions by preventing organic byproducts from interfering with the main reaction system
Reaction Conditions
SOgen reagent is placed in a reactor with p-toluene (1 eq.) and tetradecane (1.0 mL/0.2 mmol SOgen) as the solvent. The reaction is sealed and heated at 100°C for 10 minutes, completing when the reaction solution becomes clear.
How to use
Figure 2 How to use SOgen reagent
Professor Lian Zhong is a faculty member at the National Key Laboratory of Biotherapy/Dermatology, West China Hospital, Sichuan University. He has been recognized under China’s National Overseas High-Level Young Talent Program (Youth Thousand Talents) and has led multiple national research projects. His expertise includes:
- Sulfur dioxide resource utilization
- Mechanochemistry
- Small molecule targeted drug design and synthesis
His research has been published in top international journals, including Science, Nature Communications, Angewandte Chemie, and ACS Catalysis. He currently serves on the editorial board of the European Journal of Organic Chemistry.
J&K Scientific exclusively supplies the SOgen reagent developed by Professor Lian Zhong. Product advantages include:
- Minimizes interference from organic byproducts
- Rapid, controllable SO₂ release for enhanced reaction efficiency
- Stable composition and long-term storage capability
Recommended products
Product name:
Perbromothiophene 1,1-dioxide, 95%
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Copper catalyst
| Product name | CAS | Item number |
|---|---|---|
| Copper(II) trifluoromethanesulfonate, 98% | 34946-82-2 | 208060 |
| Copper(II) acetate monohydrate, 98%, for synthesis | 6046-93-1 | 358729 |
| Copper(I) bromide, 98% | 7787-70-4 | 374383 |
| Copper(I) cyanide, 98% | 544-92-3 | 220513 |
Trifluoromethylthiolation reagent
| Product name | CAS | Item number |
|---|---|---|
| Silver(I) trifluoromethanethiolate, 95% | 811-68-7 | 1952307 |
Other related products
| Product name | CAS | Item number |
|---|---|---|
| 1-Methyl-4-vinylbenzene (stabilised with TBC) | 622-97-9 | F236761 |
| n-Tetradecane, 98% | 629-59-4 | 139991 |
向阳 翟
