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徐小平副教授与纪顺俊教授合作在Chem. Eur.J.发表研究论文

One-Pot Synthesis of Allylic Sulfones, Ketosulfones, and Triflyl Allylic Alcohols from Domino Reactions of Allylic Alcohols with Sulfinic Acid under Metal-Free Conditions

Xue-Qiang Chu,   Hua Meng,   Prof. Dr. Xiao-Ping Xu*(徐小平)  and   Prof. Dr. Shun-Jun Ji*(纪顺俊)  

 

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123 (China)

Chem. Eur.J. 2015, 21, 11359 –11368

 

A metal-free tandem procedure by using a sulfonylation reaction of aryl allylic alcohols followed by an iodobenzenediacetate (PIDA)-promoted oxidative functionalization has been established. Allylic sulfones, γ-ketosulfones, and triflyl allylic alcohols have been constructed in a single operation. The methodology incorporates the sulfonyl (both aryl and triflyl) functionality with a simple work-up procedure.

 

The assembly of important sulfonyl skeletons from widely available allylic alcohols and sulfinic acids by direct Callyl-S bond formation and iodine(III)-promoted oxidative functionalization is reported by X.-P. Xu, S.-J. Ji et al. in their Full Paper on page 11359 ff. Both arylsulfonyl and triflyl functionalities prove as very powerful and universal tools in synthetic organic chemistry. The flexibility of the introduced reaction is reflected in the culture of Suzhou city, which is famous for its numerous canals, bridges, Wupeng boats, natural treasures, and outstanding people. The cover depicts the flexibility of the allylic alcohols, the representative culture of Suzhou, and Soochow University's motto "unto a full grown man".

链接:

//onlinelibrary.wiley.com/doi/10.1002/chem.201590142/abstract

//onlinelibrary.wiley.com/doi/10.1002/chem.201501980/abstract

//onlinelibrary.wiley.com/doi/10.1002/chem.201500469/abstract