Abstract:
A new synthesis of α-trifluoromethylstyrenes from aromatic ketones and (trifluoromethyl) trimethylsilane is described. The reaction involves nucleophilic trifluoromethylation and elimination of trimethylsilanol, which are performed within one reaction flask.
Citation:
V. V. Levin, A. D. Dilman, “One-pot synthesis of α-trifluoromethylstyrenes from aryl ketones and the Ruppert–Prakash reagent”, Mendeleev Commun., 31:5 (2021), 684–685
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https://www.mathnet.ru/eng/mendc1022
https://www.mathnet.ru/eng/mendc/v31/i5/p684
This publication is cited in the following 5 articles:
Dingben Chen, Ling Huang, Mingyu Liang, Xiaojing Chen, Dongdong Cao, Pan Xiao, Chuanfa Ni, Jinbo Hu, “1,6-Nucleophilic Di- and Trifluoromethylation of para-Quinone Methides with Me3SiCF2H/Me3SiCF3 Facilitated by CsF/18-Crown-6”, Molecules, 29:12 (2024), 2905
S. S. Lunkov, A. A. Zemtsov, V. V. Levin, A. D. Dilman, “Photocatalytic reduction of fluoroalkyl-substituted alcohols activated by pentafluoropyridine”, Mendeleev Commun., 33:3 (2023), 387–389
Olesya V. Khoroshilova, Irina A. Boyarskaya, Aleksander V. Vasilyev, “Synthesis of α-(Trifluoromethyl)styrenes and 1,3-Di(trifluoromethyl)indanes via Electrophilic Activation of TMS Ethers of (Trifluoromethyl)benzyl Alcohols in Brønsted Acids”, J. Org. Chem., 87:23 (2022), 15845
Anton A. Gladkov, Grigory N. Chernov, Vitalij V. Levin, Vladimir A. Kokorekin, Alexander D. Dilman, “Photoredox Activation of Organozinc Reagents: Barbier-Type Reaction of Alkyl Halides with α-(Trifluoromethyl)styrenes”, Org. Lett., 23:24 (2021), 9645
Vyacheslav I. Supranovich, Alexander D. Dilman, “Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates”, Catalysts, 11:12 (2021), 1555
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