Copper-catalyzed trifluoromethylation of alkenes with an electrophilic trifluoromethylating reagent

Scholarly Works

• Papis, M.; Foschi, F.; Colombo, S.; Beccalli, E. M.; Loro, C.; Broggini, G. Copper-Catalyzed/Hypervalent Iodine-Mediated Functionalization of Unactivated Compounds. Catalysts 2023, 13, 1243. doi:10.3390/catal13091243
• Milzarek, T. M.; Waser, J. Synthesis of Trifluoromethylated Alkenes: Hypervalent Iodine Meets High-Valent Copper. Angewandte Chemie (International ed. in English) 2023, 62, e202306128. doi:10.1002/anie.202306128
• Milzarek, T. M.; Waser, J. Synthese von Trifluormethylierten Alkenen: hypervalentes Iod trifft hochvalentes Kupfer. Angewandte Chemie 2023, 135. doi:10.1002/ange.202306128
• Parida, K. N.; Moorthy, J. N. λ3 - and λ5 -Iodanes: Substituent Effects and Pseudorotation/Hypervalent Twisting. Chemistry (Weinheim an der Bergstrasse, Germany) 2023, 29, e202203997. doi:10.1002/chem.202203997
• Li, Y.; Cailin, Z.; Huang, W.; Sun, N.; Hao, M.; Neumann, H.; Beller, M. A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation. Chemical science 2021, 12, 10467–10473. doi:10.1039/d1sc02212a
• Jos, S.; Santos, W. L. Copper‐Catalyzed Synthesis of α‐Trifluoromethylacrylates from Trifluoroborylacrylates via Stereoretentive Radical Trifluoromethylation. Advanced Synthesis & Catalysis 2020, 363, 425–430. doi:10.1002/adsc.202000937
• Jana, S.; Telu, S.; Yang, B. Y.; Haskali, M. B.; Jakobsson, J. E.; Pike, V. W. Rapid Syntheses of [11C]Arylvinyltrifluoromethanes through Treatment of (E)-Arylvinyl(phenyl)iodonium Tosylates with [11C]Trifluoromethylcopper(I). Organic letters 2020, 22, 4574–4578. doi:10.1021/acs.orglett.0c01705
• Zhang, H.-R.; Xiao, C.; Zhang, S.-L.; Zhang, X. Radical C−H Bond Trifluoromethylation of Alkenes by High-Valent Copper(III) Trifluoromethyl Compounds. Advanced Synthesis & Catalysis 2019, 361, 5305–5310. doi:10.1002/adsc.201901105
• Xu, C.; Huang, W.; Zhang, R.; Gao, C.; Li, Y.; Wang, M. Trifluoromethylations of Alkenes Using PhICF3Cl as Bifunctional Reagent. The Journal of organic chemistry 2019, 84, 14209–14216. doi:10.1021/acs.joc.9b01901
• Li, X.; Shi, X.; Li, X.; Shi, D. Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups. Beilstein journal of organic chemistry 2019, 15, 2213–2270. doi:10.3762/bjoc.15.218
• Yang, C.; Hassanpour, A.; Ghorbanpour, K.; Abdolmohammadi, S.; Vessally, E. Recent advances in direct trifluoromethylation of olefinic C–H bonds. RSC advances 2019, 9, 27625–27639. doi:10.1039/c9ra04170b
• Kawamura, S.; Sodeoka, M. Fluoroalkylation Methods for Synthesizing Versatile Building Blocks. Bulletin of the Chemical Society of Japan 2019, 92, 1245–1262. doi:10.1246/bcsj.20190080
• Yang, X.; Tsui, G. C. Trifluoromethylation of Unactivated Alkenes with Me 3 SiCF 3 and N ‑Iodosuccinimide. Organic letters 2019, 21, 1521–1525. doi:10.1021/acs.orglett.9b00332
• Yueji, C.; You, Y.; Weng, Z. Syntheses of 2-(2,2,2-trifluoroethylidene)/(2,2-difluoroethyl)-1,3-dicarbonyl compounds and their fungicidal activities. Organic Chemistry Frontiers 2019, 6, 213–217. doi:10.1039/c8qo01118d
• Tang, L.; Yang, Z.; Chang, X.; Jiao, J.; Ma, X.; Rao, W.; Zhou, Q.; Zheng, L. K2S2O8-Mediated Selective Trifluoromethylacylation and Trifluoromethylarylation of Alkenes under Transition-Metal-Free Conditions: Synthetic Scope and Mechanistic Studies. Organic letters 2018, 20, 6520–6525. doi:10.1021/acs.orglett.8b02846
• Sun, J.; Zhen, X.; Ge, H.; Zhang, G.; An, X.; Du, Y. Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination. Beilstein journal of organic chemistry 2018, 14, 1452–1458. doi:10.3762/bjoc.14.123
• Lü, Y.; Huang, C.; Liu, C.; Guo, Y.; Chen, Q.-Y. Iron(III) Porphyrin Catalyzed Olefination of Aldehydes with 2,2,2‐Trifluorodiazoethane (CF3CHN2). European Journal of Organic Chemistry 2018, 2018, 2082–2090. doi:10.1002/ejoc.201800325
• Zeng, W.; Zihang, Y.; Han, X.; Weng, Z. Aluminium Chloride‐Mediated Synthesis of 1‐Chloro‐2,2,2‐Trifluoroethylidene‐Substituted Pyrrolidones. Advanced Synthesis & Catalysis 2018, 360, 2178–2182. doi:10.1002/adsc.201800275
• He, X.-H.; Lei, Y.; Ji, Y.-L.; Zhao, Q.; Yang, M.-C.; Huang, W.; Peng, C.; Han, B. Chemo- and Stereoselective Cross Rauhut-Currier-Type Reaction of Tri-substituted Alkenes Containing Trifluoromethyl Groups. Chemistry (Weinheim an der Bergstrasse, Germany) 2018, 24, 1947–1955. doi:10.1002/chem.201705010
• Midya, S. P.; Rana, J.; Abraham, T.; Aswin, B.; Balaraman, E. Metal-free radical trifluoromethylation of β-nitroalkenes through visible-light photoredox catalysis. Chemical communications (Cambridge, England) 2017, 53, 6760–6763. doi:10.1039/c7cc02589k

Explore citations to this article at