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Progress in fluoroalkylation of organic compounds via sulfinatodehalogenation initiation system
Alternative Title经由亚磺化脱卤的氟烷基化反应进展
Zhang CP(张成潘); Chen QY(陈庆云); Guo Y(郭勇); Xiao JC(肖吉昌); Gu YC(顾玉诚)
Source PublicationChem. Soc. Rev.
AbstractThe sulfinatodehalogenation reaction represents one of the most important methodologies to incorporate fluorine into organic molecules. Using inexpensive sulfur-containing reactants such as Na2S2O4 under mild conditions, per-and polyfluoroalkyl halides (RFX, X = Br, I, CCl3) can be transformed smoothly into the corresponding sulfinate salts. This method is also used for the perfluoroalkylation of alkenes, dienes, alkynes and aromatics. Notably, after 1998, the sulfinatodehalogenation of perfluoroalkyl chlorides (RFCl) has been realized by using dimethylsulfoxide (DMSO) as a solvent instead of CH3CN/H2O in the Na2S2O4/NaHCO3 initiation system. Perfluoroalkyl chlorides, ethyl chlorofluoroacetates and chlorodifluoroacetates, and even nonfluorinated compounds, such as ethyl chloro-or dichloroacetates and chloroform, were either converted into the corresponding sulfinate salts or alkylated alkenes, alkynes and aromatics (including porphyrins). The sulfinatodehalogenation reaction has remarkable advantages. With the increasing demands to utilize the unique properties of fluorine and fluorinated functional groups in medicinal, agricultural and material sciences, we believe that there will continue to be useful developments in sulfinatodehalogenation chemistry and it will be applied more widely in the future.
Subject Area氟化学
Department中科院上海有机化学研究所; 先正达
Indexed BySCI
WOS IDWOS:000304555700009
Citation statistics
Cited Times:134[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Corresponding AuthorGuo Y(郭勇); Xiao JC(肖吉昌)
Recommended Citation
GB/T 7714
Zhang CP,Chen QY,Guo Y,et al. Progress in fluoroalkylation of organic compounds via sulfinatodehalogenation initiation system[J]. Chem. Soc. Rev.,2012,41(12):4536-4559.
APA 张成潘,陈庆云,郭勇,肖吉昌,&顾玉诚.(2012).Progress in fluoroalkylation of organic compounds via sulfinatodehalogenation initiation system.Chem. Soc. Rev.,41(12),4536-4559.
MLA 张成潘,et al."Progress in fluoroalkylation of organic compounds via sulfinatodehalogenation initiation system".Chem. Soc. Rev. 41.12(2012):4536-4559.
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