- Rapid trifluoromethylation of indole derivatives
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Rapid trifluoromethylation of indole derivatives was achieved using trimethylsilyltriflate as the catalyst. Good to high yields were observed within only 5 min at room temperature. This reaction system is able to provide not only the mono-trifluoromethyla
- Miyazaki, Ayako,Shimizu, Ryo,Egami, Hiromichi,Sodeoka, Mikiko
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Read Online
- Synthesis of 2-(Chlorodifluoromethyl)indoles for Nucleophilic Halogen Exchange with [18F]Fluoride
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The synthesis of 2-[18F]trifluoromethylated indoles from the corresponding chlorodifluoromethyl precursors was found to proceed under milder conditions when compared to known metal-free nucleophilic exchange reactions with [18F]fluoride on chlorodifluoro-methyl arenes. A key element in the reaction course is – most likely – a favorable elimination-addition mechanism on the 2-methyl position of the indole. Given the increasing interest in 18F-labelled compounds, this single step labeling methodology nicely complements the so far existing routes to 2-[18F]trifluoromethylated indoles.
- Bock, Leonard,Schulthei?, Stefanie K.,Maschauer, Simone,Lasch, Roman,Gradl, Susanne,Prante, Olaf,Zard, Samir Z.,Heinrich, Markus R.
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p. 6258 - 6262
(2021/12/17)
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- Direct aromatic C-H trifluoromethylation via an electron-donor-acceptor complex
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A novel electron-donor-acceptor (EDA) complex-mediated direct C-H trifluoromethylation of arenes with Umemoto's reagent has been developed. This transformation has been enabled by an unprecedented EDA complex formed by Umemoto's reagent and an amine, whic
- Cheng, Yuanzheng,Yuan, Xiangai,Ma, Jing,Yu, Shouyun
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supporting information
p. 8355 - 8359
(2015/06/02)
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- Direct C2-trifluoromethylation of indole derivatives catalyzed by copper acetate
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Direct C2-selective trifluoromethylation of indole derivatives was achieved with Togni's hypervalent iodine reagent and CuOAc as a catalyst in MeOH under mild conditions, affording the desired C2-trifluoromethylated indoles in good yield (up to 90%).
- Shimizu, Ryo,Egami, Hiromichi,Nagi, Tatsuya,Chae, Jungha,Hamashima, Yoshitaka,Sodeoka, Mikiko
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experimental part
p. 5947 - 5949
(2010/11/21)
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- p-TsOH promoted Fischer indole synthesis of multi-substituted 2-trifluoromethyl indole derivatives
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A p-TsOH promoted one-pot synthesis of multi-substituted 2-trifluoromethyl indole derivatives, for instance, 2-trifluoromethyl-3-phenylindoles, 2-trifluoromethyl-indole-3-propanoates, and 2-trifluoromethyl-indole-3-butanoates from reactions of 1,1,1-trifluoro-3-phenylacetone and simply prepared ω-trifluoromethyl substituted δ and ε-ketoesters with arylhydrazines via Fischer indole synthesis has been developed.
- Jiang, Haizhen,Wang, Yangli,Wan, Wen,Hao, Jian
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experimental part
p. 2746 - 2751
(2010/05/02)
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- Concise synthesis of ω-fluoroalkylated ketoesters. A building block for the synthesis of six-, seven-, and eight-membered fluoroalkyl substituted 1,2-diaza-3-one heterocycles
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A concise and general synthetic route toward the small and medium-sized fluoroalkyl substituted 1,2-diaza-3-one heterocyclic ring skeletons via a sequential reaction of condensation and ring-closure reaction of ω-fluoroalkylated ketoesters 4 with hydrazin
- Wan, Wen,Hou, Jie,Jiang, Haizhen,Wang, Yangli,Zhu, Shizheng,Deng, Hongmei,Hao, Jian
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experimental part
p. 4212 - 4219
(2009/09/30)
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