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Chinese Journal of Chemistry 2020年第2期38卷 202-212页

作者： Qiqiang Xie jinbo hu Key Laboratory of Organofluorine Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Ling-Ling RoadShanghai 200032China

Methyl fluorosulfonyldifluoroacetate(FSO2CF2CO2Me or MFSDA),often called"Chen's reagent",is commonly used to synthesize trifluoromethylated and difluoroalkylated *** important reagent was initially developed as an efficient trifluoromethylating agent by Professor Qing-Yun Chen and co-workers at Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences in 1989.

关键词： compounds. reagent Reagent

China's flourishing synthetic organofluorine chemistry:innovations in the new millennium

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National Science Review 2017年第3期4卷 303-325页

作者： Qinghe Liu Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences

The new millennium has witnessed the rapid development of synthetic organofluorine chemistry all over the world, and chemists in China have made significant contributions in this field. This review aims to provide a brief introduction to China’s primary innovations from 2000 to early 2017, covering fluorination,fluoroalkylation, fluoromethylthiolation, fluoroolefination and polyfluoroarylation, as well as synthesis with fluorinated building blocks. Recent advances in the chemistry of difluorocarbene and the chemistry of carbon–fluorine bond activation are also discussed. As a conclusion, the review ends with some personal perspectives on the future development of China’s synthetic organofluorine chemistry.

关键词： fluorine organic chemistry synthetic methods fluorination trifluoromethylation trifluoromethylthiolation difluoromethylation difluoroalkylation fluoromethylation fluoroolefination

Highly Stereoselective and One-Pot Synthesis of Tetra-substituted Monofluoroalkenes with Aldehydes and Fluorobis（phenylsulfonyl）methane

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Chinese Journal of Chemistry 2013年第7期31卷 878-884页

作者： Xiao Shen Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

A highly stereoselective synthesis of tetrasubstituted monofluoroalkenes with aldehydes and fluorobis（phenyl- sulfonyl）methane （FBSM） in one pot has been developed. The reaction was amenable topara- and meta-substituted aryl aldehydes, 2-naphthaldehyde, and cinnamaldehyde, giving phenylsulfonyl-substituted monofluoroalkenes in 40%--86% yields with 98/2- 99/1 Z/E ratios. The presence of the sulfonyl group enables the further transformation of the products into more useful monofluoroalkenes.

关键词： olefination aldehydes nucleophilic addition sulfones fluorine

Copper-Mediated Di- and Monofluoromethanesulfonylation of Arenediazonium Tetrafluoroborates： Probing the Fluorine Effect

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Chinese Journal of Chemistry 2018年第3期36卷 206-212页

作者： Bo Xing Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Center for Excellence in Molecular Synthesis Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Chinese Academy of Sciences 345Lingling Lu Shanghai 200032 China

A copper-mediated di- and monoffuoromethanesulfonylation of arenediazonium tetrafluoroborates using di- and monofluoromethanesul- finate reagents provides aryl difluoromethyl （or monofluoromethyl） sulfones in 8ood yields. It was found that the relative reactivity of these sodium fluoroalkanesulfinates in the present reactions decreases in the followin8 order： CH2FSO2Na 〉 CF2HSO2Na 〉 CF3SO2Na.

关键词： difluoromethanesulfonylation fluoromethanesulfonylation arenediazonlum sodium sulfinate fluorine effect

Unusual Single Electron Transfer Reactions between Alkenes and Iodine Electrophiles

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Chinese Journal of Chemistry 2024年第5期42卷 471-477页

作者： Zhengzhao Lou Jingyu hu Chuanfa Ni Xiu Wang jinbo hu Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Ling Ling RoadShanghai200032 China School of Physical Science and Technology ShanghaiTech University100 Haike RoadShanghai201210 China

The electrophilic addition to an alkene with an electrophile has been widely studied and applied in organic *** organic chemistry textbook describes the classical reaction between an alkene and an iodine electrophile(such as elemental iodine and N-iodosuccinimide(NIS))as a typical ionic reaction,in which an iodonium ion is formed and then attacked by a ***,in this article,we report a new and unusual reaction mode between an alkene and NIS;that is,a single electron transfer(SET)process occurs between these two reactants by forming an electron-donor acceptor *** only does this unusual single electron transfer reaction between an alkene and NIS add fundamentally important knowledge to organic chemistry,it also provides a valuable synthetic method as the new SET reaction mode with opposite regioselectivity as compared with the traditional ionic mode.

关键词： Electrophilic addition Radical ions Reaction mechanisms Alkenes Fluorine

Fluoro-Hydroxylation of gem-Difluoroalkenes:Synthesis of 18O-labeled α-CF3 Alcohols

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Chinese Journal of Chemistry 2018年第12期36卷 1202-1208页

作者： Jingyu hu Yide Yang Zhengzhao Lou Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Lingling LuShanghai 200032China School of Physical Science and Technology ShanghaiTech University100 Haike RoadShanghai 201210China

In this paper, a fluoro‐hydroxylation of gem‐difluoroalkenes is demonstrated. This protocol uses sequential electrophilic fluorination with Selectfluor and nucleophilic hydroxylation with H218O, which can be used to prepare 18O‐labeled α‐CF3 alcohols from gem‐difluorostyrenes. The reaction is typically carried out at room temperature within 4 h in good to excellent yields. Other nucleophiles (besides H218O), such as alcohols, carboxylic acid, acetonitrile and N,N‐dimethylformamide, are also suitable for this difunctionalization of gem‐difluoroalkenes.

关键词： gem‐difluoroalkene difunctionalization electrophilic fluorination 18O‐labeling trifluoromethyl carbinol

Pentafluoroethylation of Arenediazonium Tetrafluoroborates Using On-Site Generated Tetrafluoroethylene

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Chinese Journal of Chemistry 2019年第11期37卷 1131-1136页

作者： Bo Xing Lingchun Li Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Centerfor Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Ling Ling RoadShanghai 200032China

Background and Originality Content Scheme I Aromatic pentafluoroethylation using TFE and CsF Perfluoroalkylated compounds are of great interest in pharmaceutical,agrochemical and material research and industry.[1]In this context,numerous efforts have been devoted to developing novel methods for the introduction of trifluoromethyl group(CF3)into organic aromatic compounds.[2]However,the similar pentafluoroethylation processes are still underexploited.[3] Currently available aromatic pentafluoroethylation methods mainly rely on transition-metal-mediated cross-coupling of aryl halides131 or aryl-boron compounds,141 and C-H functionalization of arenes.

关键词： compounds. aromatic devoted

Nucleophilic Difluoro(phenylsulfonimidoyl)methylation of Unactivated Alkyl Bromides with PhSO(NTBS)CF_(2)H: Facile Entry into gem-Difluoroalkenes

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Chinese Journal of Chemistry 2014年第8期32卷 703-708页

作者： Xiao Shen Qinghe Liu Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China

An efficient nucleophilic difluoro(phenylsulfonimidoyl)methylation of unactivated primary alkyl bromides with PhSO(NTBS)CF_(2)H has been *** is particularly remarkable that,when 1.5 *** alkyl bromides are used,the substitution products are obtained in moderate to excellent *** prepared difluoro(phenylsulfonimidoyl)methylated alkanes can be readily transformed to gem-difluoroalkenes via base-mediatedβ-elimination reaction.

关键词： nucleophilic fluoroalkylation β-elimination difluoroalkene sulfoximine

Copper-Mediated Deuterotrifluoromethylation of α-Diazo Esters

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Chinese Journal of Chemistry 2016年第5期34卷 469-472页

作者： Mingyou hu Qiqiang Xie Xinjin Li Chuanfa Ni jinbo hu Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

A copper-mediated deuterotrifluoromethylation of α-diazo esters under the promotion of deuterium oxide （D20） has been developed for the synthesis of deuterium-labeled trifluoromethyl compounds. This deuterotrifluoromethyl- ation reaction is of broad scope and can afford the deuterated products with higher than 99% isotopic purity. More- over, the results of this investigation also provide some experimental evidences to support our previously proposed trifluoromethylation mechanism.

关键词： copper trifluoromethylation deuterium diazo compounds

Electrochemical behavior of adriamycin at a cobalt ion implantation modified elec-trode

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Chinese Science Bulletin 2001年第16期46卷 1355-1357页

作者： hu jinbo huANG Qingquan LI Qilong Department of Chemistry Beijing Normal UniversityBeijing 100875China National Institute for the Control of Pharmaceutical and Biological Products Beijing 100050China

With Co/GCE in 0.005 mol Tris/L/0.05 mol/L NaCl solution (pH 7.1), a sensitive reductive peak of adriamgcin (ADM) was obtained by the linear scan voltammetry. The peak potential is -0.62 V (vs. SCE). The peak current is proportional to the concentration of ADM. The electrochemical behavior of the system was studied by the linear-sweep and cyclic voltammetry. The experiments showed that the reduction at Co/GCE is a quasi-reversible process with adsorption. According to Laviron抯 theory, the electrode reaction rate constant k0 and the electron transfer coefficient a are determined to be 2.15 s-1 and 0.62, respectively. The composition of the surface, valence state of elements and depth distribution of elements on the surfaces of Co/GCE were determined by the X-ray photoelectron spectroscopy and Auger electron spectroscopy. The experiments showed that Co was surely implanted into the surface of GCE. The implanted Co element in the form of Co-C catalyzed the reduction of ADM.

关键词： adriamycin ion implantation modified electrode electrochemical behavior surface analysis.