Citation: Tao Xuefen, Sheng Rong, Bao Kun, Wang Yuxin, Jin Yinxiu. Progress of Difluoromethyl Heteroaryl Sulfones as Difluoroalkylation Reagents[J]. Chinese Journal of Organic Chemistry, ;2019, 39(10): 2726-2734. doi: 10.6023/cjoc201903063 shu

Progress of Difluoromethyl Heteroaryl Sulfones as Difluoroalkylation Reagents

Tao Xuefen ^a,, ,
Sheng Rong ^b ,
Bao Kun ^b ,
Wang Yuxin ^a ,
Jin Yinxiu ^a

a.
Taizhou Vocational & Technical College, Taizhou 318000
b.
Zhejiang Province Key Laboratory of Anti-Cancer Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058

Corresponding author: Tao Xuefen, 34852349@qq.com
Received Date: 27 March 2019
Revised Date: 30 April 2019
Available Online: 12 October 2019
Fund Project: the Zhejiang Education Department FG2018166Project supported by the Zhejiang Education Department (No. FG2018166)

Figures(36)

Due to the uniqueness of fluorine atom and C-F bond, difluoromethylene has special properties. As a bioisostere of an oxygen or a carbonyl group, it plays an important role in medicines, pesticides and materials. Difluoromethyl heteroaryl sulfones, represented by 2-PySO₂CF₂H (Hu reagent), have been developed recently as difluoromethylation reagents, and widely recognized by synthetic chemists for their ease of preparation, good functional group tolerance and universal applicability to a wide range of carbonyl compounds. Through different types of reactions such as nucleophilic substitution, nucleophilic addition, Julia-Kocienski olefination reaction, and radical-mediated difunctionalization, they introduced difluoromethyl, difluoromethylene, gem-difluoroalkene and other fluorine-containing groups into aldehydes, ketones, and heterocyclic compounds. For the first time, the synthesis of fluorine-containing organic compounds involved in various difluoromethyl heteroaryl sulfones in the past decade is reviewed from the perspective of reaction types and their application studies.
- difluoromethyl heteroaryl sulfones,
- nucleophilic reaction,
- Julia-Kocienski olefination,
- radical-mediated difunctionalization
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