Among various organosulfur compounds, sulfones are not only ubiquitous in many biomolecules and drugs but can also be used as versatile building blocks in synthetic chemistry. Trifluoromethylthio (-SCF3) is often used as a dominant structure in drug design and synthesis.
Professor Lian Zhong of Sichuan University developed a Cu-catalyzed multi-component reaction that can introduce sulfone and trifluoromethylthio skeletons in one step at room temperature. This reaction uses cheap and easily available aryldiazonium salts and the nucleophilic AgSCF3 reagent as reactants, and in the presence of the exogenous SO2 replacement reagent SOgen, the trifluoromethylthioarylsulfonylation reaction of styrene derivatives occurs through copper catalysis , obtain the corresponding β -Trifluoromethylthiosulfone compounds [1][1]

 

SOgen has the advantages of being cheap, stable, controllable, and easy to store. When used in conjunction with the "two-chamber" system developed by Skrydstrup, it can basically completely release SO2 within 5 minutes, and can avoid the generated organic matter from affecting the main reaction system. It is a unique Effective SO2 replacement.

How to use

Figure 2 How to use SOgen reagent

 

Place the SOgen reagent in the reactor, add an equivalent of p-toluene, use tetradecane as the solvent (1.0 mL/0.2 mmol SOgen), seal and react at 100°C for 10 minutes. The reaction ends when the reaction solution becomes clear.

Professor Lian Zhong, professor and doctoral supervisor at the National Key Laboratory of Biotherapy/Dermatology, West China Hospital of Sichuan University, was selected into the National Overseas High-level Young Talent Project (Youth Thousand Talents). Currently, he is mainly engaged in research on the resource utilization of sulfur dioxide, mechanochemistry, and the design and synthesis of small molecule targeted drugs. In recent years, he has presided over the National Natural Science Foundation of China projects, the National Youth Thousand Talents Program, Sichuan Provincial Science and Technology Projects, etc. He has published many papers as the corresponding/first author in famous international journals such as Science, Nat. Commun., Angew. Chem. Int. Ed., ACS Catal., etc., and currently serves as an international editorial board member of the European Journal of Organic Chemistry.

Bailingwei exclusively supplies the new exogenous SO2 replacement reagent developed by Professor Lian Zhong of Sichuan University. The product advantages are as follows:
It can avoid the generated organic matter from affecting the main reaction system;
SO2 releases quickly, is cheap and controllable, and has a wide range of applications;
Stable in nature and easy to store;

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References
  1. Chen G, Xu J, Xiong B, et al. Copper-Catalyzed Trifluoromethylthio-arylsulfonylation of Styrene Derivatives via the Insertion of Sulfur Dioxide[J]. Organic Letters, 2022, 24(5): 1207-1212.
By 向阳 翟

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