γ-Ketosulfones can serve as key bioactive components of antibacterial, anticoagulant and antitumor drugs and play an important role in medicinal chemistry. Traditional γ-ketosulfones are obtained by oxidation of the corresponding γ-ketothioethers or derivatization of alkyl or aryl sulfinates. However, the steps are cumbersome and require the use of strong oxidants, which is very difficult to achieve. limits its application to some extent.
Professor Lian Zhong of Sichuan University used cyclopropanol and aryldiazotetrafluoroborate as raw materials, and in the presence of exogenous SO2 replacement reagent SOgen, with good yield, mild reaction conditions, low catalyst loading and good Functional group tolerance, simple and direct access to a series of structurally diverse γ-ketosulfone 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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 参考文献

1. Shen L, Zhang X, Lian Z. Copper-catalyzed ring-opening sulfonylation of cyclopropanols via the insertion of sulfur dioxide toward the synthesis of γ-keto aryl sulfones[J]. Organic Chemistry Frontiers, 2023, 10(13): 3239-3244.