Aromatic and heterocyclic perfluoroalkyl sulfides. Methods of preparation

Vladimir N. Boiko
Beilstein J. Org. Chem. 2010, 6, 880–921. https://doi.org/10.3762/bjoc.6.88

Cite the Following Article

Aromatic and heterocyclic perfluoroalkyl sulfides. Methods of preparation
Vladimir N. Boiko
Beilstein J. Org. Chem. 2010, 6, 880–921. https://doi.org/10.3762/bjoc.6.88

How to Cite

Boiko, V. N. Beilstein J. Org. Chem. 2010, 6, 880–921. doi:10.3762/bjoc.6.88

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Bhattacharyya, A.; Vadde, V.; Sarmah, M. P.; Muthukumar, M.; Mathur, A.; Tester, R. Organic Photoredox-Catalyzed S-Trifluoromethylation of Aromatic and Heteroaromatic Thiols. Organic Letters 2024. doi:10.1021/acs.orglett.4c01818
  • Wang, Y.; Wang, Y.; Guo, W.; Zhang, Y.; Du, X.; Song, Y.; Wang, W.; Liu, Z.; Duan, Y.; Zhang, T. Enantioselective α-Trifluoromethylthiolation of Carbonyl Compounds with AgSCF3 and Trichloroisocyanuric Acid. The Journal of organic chemistry 2024, 89, 8011–8022. doi:10.1021/acs.joc.4c00661
  • Liu, Y.; Li, Y.; Yang, Q.; Yang, J.; Zhang, L.; Luo, S. Prediction of Bond Dissociation Energy for Organic Molecules Based on a Machine‐Learning Approach. Chinese Journal of Chemistry 2024. doi:10.1002/cjoc.202400049
  • Zhong, T.; Jiang, M.; Liu, J. Trifluoromethylsulfinylation Reaction of Activated Arenes and Indoles with Trifluoromethanesulfinyl Chloride. European Journal of Organic Chemistry 2024, 27. doi:10.1002/ejoc.202301281
  • Testen, Ž.; Jereb, M. Oxidation of N-trifluoromethylthio sulfoximines using NaOCl·5H2O. Organic & biomolecular chemistry 2024, 22, 2012–2020. doi:10.1039/d3ob02033a
  • Hu, D.-D.; Nie, T.-M.; Xiao, X.; Li, K.; Li, Y.-B.; Gao, Q.; Bi, Y.-X.; Wang, X.-S. Enantioselective Construction of C-SCF3 Stereocenters via Nickel Catalyzed Asymmetric Negishi Coupling Reaction. Angewandte Chemie (International ed. in English) 2024, 63, e202400308. doi:10.1002/anie.202400308
  • Hu, D.; Nie, T.; Xiao, X.; Li, K.; Li, Y.; Gao, Q.; Bi, Y.; Wang, X. Enantioselective Construction of C−SCF3 Stereocenters via Nickel Catalyzed Asymmetric Negishi Coupling Reaction. Angewandte Chemie 2024, 136. doi:10.1002/ange.202400308
  • Dong, J.; Tang, Z.; Zou, L.; Zhou, Y.; Chen, J. Visible light-induced hydrogen atom transfer trifluoromethylthiolation of aldehydes with bismuth catalyst. Chemical communications (Cambridge, England) 2024, 60, 742–745. doi:10.1039/d3cc05048c
  • Haswell, A.; Tironi, M.; Wang, H.; Hopkinson, M. N. Deoxygenative perfluoroalkylthiolation of carboxylic acids with benzothiazolium reagents. Journal of Fluorine Chemistry 2024, 273, 110231. doi:10.1016/j.jfluchem.2023.110231
  • An, Y.; Zeng, J.; Tang, X.; Zhao, B.; Han, S.; Yang, Z.; Zhang, W.; Lu, J. Synthesis of Perfluoro Alkyl/Alkenyl Aryl Sulfide: C−S Coupling Reaction Using Hexafluoropropylene Dimer (HFPD) as a Building Block. European Journal of Organic Chemistry 2023, 27. doi:10.1002/ejoc.202301150
  • Doche, F.; Poisson, T.; Besset, T. Photocatalytic α-Trifluoromethylthiolation of N-Acyl Amines. ACS Catalysis 2023, 13, 14112–14120. doi:10.1021/acscatal.3c03249
  • Yang, L.; Wang, S.; Liang, F.; Han, Y.; Li, Y.; Shan, D.; Liu, L.; Wang, Q.; Zhu, D. Direct transfer of a trifluoromethylsulfinyl group by a general reagent N-trifluoromethylsulfinylphthalimide under a catalytic or stoichiometric Lewis acid or Lewis base. Organic Chemistry Frontiers 2023, 10, 4368–4380. doi:10.1039/d3qo00908d
  • Wang, R.; Lu, L.; Shen, Q. A Versatile, Electrophilic Reagent for Monofluoromethylthiolation†. Chinese Journal of Chemistry 2023, 41, 2317–2329. doi:10.1002/cjoc.202300164
  • Woliński, P.; Kącka-Zych, A.; Wróblewska, A.; Wielgus, E.; Dolot, R.; Jasiński, R. Fully Selective Synthesis of Spirocyclic-1,2-oxazine N-Oxides via Non-Catalysed Hetero Diels-Alder Reactions with the Participation of Cyanofunctionalysed Conjugated Nitroalkenes. Molecules (Basel, Switzerland) 2023, 28, 4586. doi:10.3390/molecules28124586
  • Monsigny, L.; Doche, F.; Besset, T. Transition-metal-catalyzed C-H bond activation as a sustainable strategy for the synthesis of fluorinated molecules: an overview. Beilstein journal of organic chemistry 2023, 19, 448–473. doi:10.3762/bjoc.19.35
  • Zhou, X.; Pyle, D.; Zhang, Z.; Dong, G. Deacylative Thiolation by Redox‐Neutral Aromatization‐Driven C−C Fragmentation of Ketones. Angewandte Chemie 2023, 135. doi:10.1002/ange.202213691
  • Zhou, X.; Pyle, D.; Zhang, Z.; Dong, G. Deacylative Thiolation by Redox-Neutral Aromatization-Driven C-C Fragmentation of Ketones. Angewandte Chemie (International ed. in English) 2023, 62, e202213691. doi:10.1002/anie.202213691
  • Romanenko, V. D. Synthetic Strategies Towards and Around the CF3S(O) Structural Motif. Current Organic Chemistry 2023, 27, 411–434. doi:10.2174/1385272827666230517114921
  • Mumtaz, Y.; Liu, J.; Huang, X. Copper-Promoted Trifluoromethylthiolation of Anilines with CF3SO2Na. Chinese Journal of Organic Chemistry 2023, 43, 679. doi:10.6023/cjoc202203031
  • Orlova, R. K.; Sokolenko, L. V.; Babadzhanova, L. A.; Filatov, A. A.; Yagupolskii, Y. L. GLP (Good Laboratory Procedure) for SCF3 construction: Useful procedure for trifluoromethylation of thiols by reaction with trifluoromethyliodide. Journal of Fluorine Chemistry 2022, 261-262, 110004. doi:10.1016/j.jfluchem.2022.110004

Patents

  • KAWAZOE KENTARO; YOSHIOKA KOTARO. FLUOROALKYLATING AGENT. EP 3162799 A4, Aug 2, 2017.
  • KAWAZOE KENTARO; YOSHIOKA KOTARO. Fluoroalkylating agent. CN 106573896 A, April 19, 2017.
Other Beilstein-Institut Open Science Activities