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Journal articles on the topic 'N-fluorobenzenesulfonimide'

Author: Grafiati

Published: 10 December 2022

Last updated: 31 July 2025

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1

Bizet, Vincent. "N-Fluorobenzenesulfonimide." Synlett 23, no. 18 (2012): 2719–20. http://dx.doi.org/10.1055/s-0032-1317348.

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2

Li, Yanbang, Ning Lou, and Liangbing Gan. "N-Fluorobenzenesulfonimide Based Functionalization of C60." Organic Letters 17, no. 3 (2015): 524–27. http://dx.doi.org/10.1021/ol503536z.

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3

Sushmita, Trapti Aggarwal, Sonu Kumar, and Akhilesh K. Verma. "Exploring the behavior of the NFSI reagent as a nitrogen source." Organic & Biomolecular Chemistry 18, no. 36 (2020): 7056–73. http://dx.doi.org/10.1039/d0ob01429j.

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4

Ghosh, Payel, and Alakananda Hajra. "Fluorination of 2H-Indazoles Using N-Fluorobenzenesulfonimide." Journal of Organic Chemistry 86, no. 15 (2021): 10883–88. http://dx.doi.org/10.1021/acs.joc.1c01253.

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5

Teare, Harriet, Edward G. Robins, Erik Årstad, Sajinder K. Luthra, and Véronique Gouverneur. "Synthesis and reactivity of [18F]-N-fluorobenzenesulfonimide." Chem. Commun., no. 23 (2007): 2330–32. http://dx.doi.org/10.1039/b701177f.

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6

Zhang, Xiaohui, Yueji Feng, Yanyan Tuo, and Qing-Zhong Zheng. "Metal-free sulfonylation of arenes with N-fluorobenzenesulfonimide via cleavage of S–N bonds: expeditious synthesis of diarylsulfones." Organic & Biomolecular Chemistry 20, no. 4 (2022): 768–72. http://dx.doi.org/10.1039/d1ob02209a.

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7

Li, Yi, Marcel Hartmann, Constantin Gabriel Daniliuc, and Armido Studer. "Radical aminooxygenation of alkenes with N-fluoro-benzenesulfonimide (NFSI) and TEMPONa." Chemical Communications 51, no. 26 (2015): 5706–9. http://dx.doi.org/10.1039/c5cc00591d.

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8

Yang, Daoshan, Mingyang Sun, Wei Wei, et al. "Copper-catalyzed decarboxylative stereospecific amidation of cinnamic acids with N-fluorobenzenesulfonimide." RSC Advances 6, no. 76 (2016): 72361–65. http://dx.doi.org/10.1039/c6ra16115d.

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9

Li, Yan, Xue Zhou, Guangfan Zheng, and Qian Zhang. "Copper-catalyzed aminooxygenation of styrenes with N-fluorobenzenesulfonimide and N-hydroxyphthalimide derivatives." Beilstein Journal of Organic Chemistry 11 (December 24, 2015): 2721–26. http://dx.doi.org/10.3762/bjoc.11.293.

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A copper-catalyzed aminooxygenation reaction of styrenes with N-fluorobenzenesulfonimide and N-hydroxyphthalimide derivatives has been developed. The aminooxygenation product could be converted into the corresponding alcohol or free amine through the cleavage of the N–O or C–N bond of the N-hydroxyphthalimide moiety.

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10

Wang, Xiaomin, Lihong Wang, Shengbiao Yang, Linli Zhang, Yan Li, and Qian Zhang. "Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes." Organic & Biomolecular Chemistry 18, no. 26 (2020): 4932–35. http://dx.doi.org/10.1039/d0ob01060j.

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11

Differding, Edmond, and Hans Ofner. "N-Fluorobenzenesulfonimide: A Practical Reagent For Electrophilic Fluorinations." Synlett 1991, no. 03 (1991): 187–89. http://dx.doi.org/10.1055/s-1991-20673.

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12

Poss, A. "γ-Fluorination of Unsaturated Ketones with N-Fluorobenzenesulfonimide". Tetrahedron Letters 36, № 27 (1995): 4721–24. http://dx.doi.org/10.1016/00404-0399(50)0892g-.

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13

Pang, Yadong, Guoduan Liang, Fukai Xie, et al. "N-Fluorobenzenesulfonimide as a highly effective Ag(i)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization." Organic & Biomolecular Chemistry 17, no. 8 (2019): 2247–57. http://dx.doi.org/10.1039/c9ob00059c.

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14

Berger, Josefine, Thomas Braun, Roy Herrmann та Beatrice Braun. "Reactivity of platinum alkyne complexes towards N-fluorobenzenesulfonimide: formation of platinum compounds bearing a β-fluorovinyl ligand". Dalton Transactions 44, № 45 (2015): 19553–65. http://dx.doi.org/10.1039/c5dt02306h.

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15

Gu, Qiang, and Esmail Vessally. "N-Fluorobenzenesulfonimide: a useful and versatile reagent for the direct fluorination and amination of (hetero)aromatic C–H bonds." RSC Advances 10, no. 28 (2020): 16756–68. http://dx.doi.org/10.1039/d0ra00324g.

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This review updates recent advances and developments in the direct fluorination and amination of (hetero)aromatic C–H bonds utilizing N-fluorobenzenesulfonimide, classified according to the type of catalyst.

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16

Wang, Si-Chang, Ming-Nan Feng, Yue Ji, et al. "Ligand-free copper-catalyzed C(sp3)–H imidation of aromatic and aliphatic methyl sulfides with N-fluorobenzenesulfonimide." RSC Advances 11, no. 20 (2021): 12136–40. http://dx.doi.org/10.1039/d1ra00686j.

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17

Zhang, Qian, and Yan Li. "N-Fluorobenzenesulfonimide: An Efficient Nitrogen Source for C–N Bond Formation." Synthesis 47, no. 02 (2014): 159–74. http://dx.doi.org/10.1055/s-0034-1379396.

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18

Wang, Lihong, Xiaomin Wang, Ge Zhang, Shengbiao Yang, Yan Li, and Qian Zhang. "Copper-catalyzed 1,3-aminoazidation of arylcyclopropanes: a facile access to 1,3-diamine derivatives." Organic Chemistry Frontiers 6, no. 16 (2019): 2934–38. http://dx.doi.org/10.1039/c9qo00638a.

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Copper-catalyzed 1,3-aminoazidation of arylcyclopropanes with N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl azide (TMSN<sub>3</sub>) has been developed, providing various 1,3-diamine derivatives in moderate to good yields under mild conditions.

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19

Pouambeka, Tony Wheellyam, Ge Zhang, Guang-Fan Zheng та ін. "Copper-catalyzed oxidative amidation of α,β-unsaturated ketones via selective C–H or C–C bond cleavage". Organic Chemistry Frontiers 4, № 7 (2017): 1420–24. http://dx.doi.org/10.1039/c7qo00146k.

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The copper-catalyzed oxidative amidation of α,β-unsaturated ketones with N-fluorobenzenesulfonimide (NFSI) via a highly regioselective cleavage of C(CO)–C(vinyl) or C(vinyl)–H bonds of ketones has been achieved.

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20

Wang, Sichang, Zhangqin Ni, Xin Huang, Jichao Wang, and Yuanjiang Pan. "Copper-Catalyzed Direct Amidation of Heterocycles with N-Fluorobenzenesulfonimide." Organic Letters 16, no. 21 (2014): 5648–51. http://dx.doi.org/10.1021/ol502724u.

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21

Ingalls, Erica L., Paul A. Sibbald, Werner Kaminsky, and Forrest E. Michael. "Enantioselective Palladium-Catalyzed Diamination of Alkenes Using N-Fluorobenzenesulfonimide." Journal of the American Chemical Society 135, no. 24 (2013): 8854–56. http://dx.doi.org/10.1021/ja4043406.

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22

Liu, Shuai, Yangen Huang, Xiu-Hua Xu, and Feng-Ling Qing. "Fluorosulfonylation of arenediazonium tetrafluoroborates with Na2S2O5 and N-fluorobenzenesulfonimide." Journal of Fluorine Chemistry 240 (December 2020): 109653. http://dx.doi.org/10.1016/j.jfluchem.2020.109653.

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23

Wang, Ying-chun, Li-qiu Liu, Guang-mang Wang, Hui Ouyang, and You-ji Li. "Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides." Green Chemistry 20, no. 3 (2018): 604–8. http://dx.doi.org/10.1039/c7gc03267f.

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The combination of N-fluorobenzenesulfonimide (NFSI) with diselenides allowed the rapid decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids under catalyst-free room-temperature conditions. This reaction offers an novel and facile route to polyseleno-substituted enamines.

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24

Ng, Fo-Ning, Chun-Ming Chan, Jianbin Li та ін. "[RhIII(Cp*)]-catalyzed arylfluorination of α-diazoketoesters for facile synthesis of α-aryl-α-fluoroketoesters". Organic & Biomolecular Chemistry 17, № 5 (2019): 1191–201. http://dx.doi.org/10.1039/c8ob02801j.

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The Cp*Rh(iii)-catalyzed cascade arylfluorination reactions of α-diazoketoesters with arylboronic acids and N-fluorobenzenesulfonimide for one-pot C(sp<sup>3</sup>)–C(aryl) and C(sp<sup>3</sup>)–F bond formation was achieved.

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25

Rostami, Amin. "N-Fluorobenzenesulfonimide [(PhSO2)2NF] - A Neutral N-F-Containing Electrophilic Fluorinating Agent." Synlett 2007, no. 18 (2007): 2924–25. http://dx.doi.org/10.1055/s-2007-990842.

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26

Singsardar, Mukta, Susmita Mondal, Rajib Sarkar, and Alakananda Hajra. "(Diacetoxy)iodobenzene-Mediated Regioselective Imidation of Imidazoheterocycles with N-Fluorobenzenesulfonimide." ACS Omega 3, no. 10 (2018): 12505–12. http://dx.doi.org/10.1021/acsomega.8b02088.

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27

Xia, Xiao-Feng, Su-Li Zhu, Jian-Biao Liu, Dawei Wang, and Yong-Min Liang. "Copper-Catalyzed Radical-Promoted Aminocyclization of Acrylamides with N-Fluorobenzenesulfonimide." Journal of Organic Chemistry 81, no. 24 (2016): 12482–88. http://dx.doi.org/10.1021/acs.joc.6b02337.

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28

Levchenko, Vitalina, Yurii V. Dmytriv, Andriy V. Tymtsunik, et al. "Preparation of 5-Fluoropyrazoles from Pyrazoles and N-Fluorobenzenesulfonimide (NFSI)." Journal of Organic Chemistry 83, no. 6 (2018): 3265–74. http://dx.doi.org/10.1021/acs.joc.8b00199.

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29

Lu, Shuai, Lu-Lu Tian, Tian-Wei Cui, et al. "Copper-Mediated C–H Amination of Imidazopyridines with N-Fluorobenzenesulfonimide." Journal of Organic Chemistry 83, no. 22 (2018): 13991–4000. http://dx.doi.org/10.1021/acs.joc.8b02348.

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30

DIFFERDING, E., and H. OFNER. "ChemInform Abstract: N-Fluorobenzenesulfonimide: A Practical Reagent for Electrophilic Fluorinations." ChemInform 22, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.199126128.

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31

He, Xin, Jie Sui, Jikuo Xu, et al. "Mild cuprous halide mediated direct C<sup>3</sup> monohalogenation of indoles." Mendeleev Communications 35, no. 2 (2025): 214–16. https://doi.org/10.71267/mencom.7609.

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Treatment of indoles with cuprous halide--<em>N</em>-fluorobenzenesulfonimide system in MeCN at room temperature affords the corresponding C<sup>3</sup>-halogenated derivatives. Cuprous halide acts as a dual-function reagent serving both as the halogen source and the promoter.

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32

Han, Shuaijun, Xianying Gao, Qingsong Wu, et al. "Nickel-promoted C(2)–H amidation of quinoline N-oxides with N-fluorobenzenesulfonimide." Organic Chemistry Frontiers 6, no. 6 (2019): 830–34. http://dx.doi.org/10.1039/c8qo01281d.

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33

Sakurai, Fumie, Takafumi Yukawa, and Takahiko Taniguchi. "Direct and Regioselective Monofluorination of N-Protected Pyridone Derivatives using N-Fluorobenzenesulfonimide (NFSI)." Organic Letters 21, no. 18 (2019): 7254–57. http://dx.doi.org/10.1021/acs.orglett.9b02482.

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34

Yi, Xuewen, Siyu Lei, Wangsheng Liu, et al. "Copper-Catalyzed Radical N-Demethylation of Amides Using N-Fluorobenzenesulfonimide as an Oxidant." Organic Letters 22, no. 12 (2020): 4583–87. http://dx.doi.org/10.1021/acs.orglett.0c00863.

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35

Li, Yan, and Qian Zhang. "ChemInform Abstract: N-Fluorobenzenesulfonimide: An Efficient Nitrogen Source for C-N Bond Formation." ChemInform 46, no. 14 (2015): no. http://dx.doi.org/10.1002/chin.201514333.

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36

Kawagoe, Fumihiro, Sayuri Mototani, and Atsushi Kittaka. "Efficient Stereo-Selective Fluorination on Vitamin D3 Side-Chain Using Electrophilic Fluorination." Biomolecules 14, no. 1 (2023): 37. http://dx.doi.org/10.3390/biom14010037.

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Our research regarding side-chain fluorinated vitamin D3 analogues has explored a series of efficient fluorination methods. In this study, a new electrophilic stereo-selective fluorination methodology at C24 and C22 positions of the vitamin D3 side-chain was developed using N-fluorobenzenesulfonimide (NFSI) and CD-ring imides with an Evans chiral auxiliary (26,27,30).

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37

Li, Xu-Qin, Huu-Manh Vu, and Fei-Wu Chen. "Palladium-Catalyzed C–H Bond Monofluorination of 2-Arylbenzo[d]oxazinone Using Nitrate as Crucial Promoter." Synthesis 51, no. 07 (2019): 1578–84. http://dx.doi.org/10.1055/s-0037-1611700.

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Monofluorination of 2-arylbenzo[d]oxazinones with N-fluorobenzenesulfonimide (NFSI) was achieved by palladium catalysis in moderate to good yields. Promoted by nitrate, the reaction provides an economic and environmentally friendly strategy. The synthesis of monofluorinated 2-arylbenzo[d]oxazinones has good compatibility with many common functional groups. The plausible mechanism of this monofluorination is discussed.

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38

Wang, Weilin, Weidong Chen, Junfei Luo, and Pan Xie. "Recent Advances in C—H Fluorination and Amination with N-Fluorobenzenesulfonimide." Chinese Journal of Organic Chemistry 41, no. 2 (2021): 543. http://dx.doi.org/10.6023/cjoc202006069.

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39

Andreev, R. V., G. I. Borodkin, and V. G. Shubin. "Fluorination of aromatic compounds with N-fluorobenzenesulfonimide under solvent-free conditions." Russian Journal of Organic Chemistry 45, no. 10 (2009): 1468–73. http://dx.doi.org/10.1134/s107042800910008x.

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40

Yuan, Weiming, and Kálmán J. Szabó. "Rhodium-Catalyzed Oxy-Aminofluorination of Diazoketones with Tetrahydrofurans and N-Fluorobenzenesulfonimide." ACS Catalysis 6, no. 10 (2016): 6687–91. http://dx.doi.org/10.1021/acscatal.6b01760.

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41

Nodwell, Matthew B., Abhimanyu Bagai, Shira D. Halperin, Rainer E. Martin, Henner Knust, and Robert Britton. "Direct photocatalytic fluorination of benzylic C–H bonds with N-fluorobenzenesulfonimide." Chemical Communications 51, no. 59 (2015): 11783–86. http://dx.doi.org/10.1039/c5cc04058b.

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42

Božić, Bojan, Jelena Lađarević, Miloš Petković, Dušan Mijin, and Stojan Stavber. "Microwave Assisted Esterification of Aryl/Alkyl Acids Catalyzed by N-Fluorobenzenesulfonimide." Catalysts 12, no. 11 (2022): 1413. http://dx.doi.org/10.3390/catal12111413.

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The susceptibility of the carbonyl group towards nucleophilic attack affords the construction of various organic compounds. Thus, investigations of carbonyl activation applying greener methodologies are highly important. In the present work, among the investigated N-halo compounds, N-fluorobenzenesulfonimide (NFSi) has been found as an efficient and selective catalyst in the reaction of direct esterification of aryl and alkyl carboxylic acids supported by microwave (MW) irradiation. The comprehensive esterification of different benzoic acids and mono-, di- and tri-carboxy alkyl derivatives was

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43

Wu, D., Y.-H. He, X. Deng, and Z. Guan. "N-Fluorobenzenesulfonimide as Catalyst for the Three-Component Synthesis of Isoquinuclidines." Journal of Heterocyclic Chemistry 50, no. 2 (2013): 425–29. http://dx.doi.org/10.1002/jhet.1544.

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44

Ni, Zhikun, Qian Zhang, Tao Xiong, et al. "Highly Regioselective Copper-Catalyzed Benzylic CH Amination by N-Fluorobenzenesulfonimide." Angewandte Chemie International Edition 51, no. 5 (2011): 1244–47. http://dx.doi.org/10.1002/anie.201107427.

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45

Wang, Xiaojiao, Bowen Lei, Lifang Ma, et al. "Iron-catalyzed C(5)−H Imidation of Azole with N -Fluorobenzenesulfonimide." Advanced Synthesis & Catalysis 359, no. 24 (2017): 4284–88. http://dx.doi.org/10.1002/adsc.201701124.

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46

Wang, Sichang, Zhangqin Ni, Xin Huang, Jichao Wang, and Yuanjiang Pan. "ChemInform Abstract: Copper-Catalyzed Direct Amidation of Heterocycles with N-Fluorobenzenesulfonimide." ChemInform 46, no. 17 (2015): no. http://dx.doi.org/10.1002/chin.201517050.

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47

Ni, Zhikun, Qian Zhang, Tao Xiong, et al. "Highly Regioselective Copper-Catalyzed Benzylic CH Amination by N-Fluorobenzenesulfonimide." Angewandte Chemie 124, no. 5 (2011): 1270–73. http://dx.doi.org/10.1002/ange.201107427.

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48

Hashmi, A. Stephen K., Tanuja Dondeti Ramamurthi, Matthew H. Todd, Althea S. K. Tsang, and Katharina Graf. "Gold-Catalysis: Reactions of Organogold Compounds with Electrophiles." Australian Journal of Chemistry 63, no. 12 (2010): 1619. http://dx.doi.org/10.1071/ch10342.

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Different arylgold(i), one alkynylgold(i), and one vinylgold(i) triphenylphosphane complexes were subjected to electrophilic halogenation reagents. With N-chlorosuccinimid, N-bromosuccinimid, and N-iodosuccinimid as well as the Barluenga reagent, selectively halogenated compounds were obtained. Trifluoroacetic acid, as a source of protons, leads to a clean protodeauration. With N-fluorobenzenesulfonimide or Selectfluor, exclusively a homocoupling was observed. For the precursor of the vinylgold(i) complex, a similar oxidative coupling could be induced by gold(iii) chloride. Reactions with sili

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49

Zhou, Aijun, Ying Shao, Fan Chen, Peng-Cheng Qian, and Jiang Cheng. "The copper-catalyzed ring-opening reactions of cyclopropanes by N-fluorobenzenesulfonimide toward N-allylsulfonamides." Tetrahedron Letters 89 (January 2022): 153597. http://dx.doi.org/10.1016/j.tetlet.2021.153597.

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50

Li, Yan, Xue Zhou, Guangfan Zheng, and Qian Zhang. "ChemInform Abstract: Copper-Catalyzed Aminooxygenation of Styrenes with N-Fluorobenzenesulfonimide and N-Hydroxyphthalimide Derivatives." ChemInform 47, no. 10 (2016): no. http://dx.doi.org/10.1002/chin.201610123.

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