22697-28-5Relevant academic research and scientific papers
Synthetic method of 2-substituted indoles compounds
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Paragraph 0010; 0035-0037; 0041; 0043; 0046; 0049, (2019/05/02)
The invention discloses a synthetic method of 2-substituted indoles compounds, and belongs to the organic synthesis field. 2-fluorotoluene compound shown in formula 1 and nitrile compound shown in formula 2 mix with an organic solvent in the presence of strong alkali and cesium salt additives, and react to synthesize the 2-substituted indoles compounds shown in formula 3. The synthesis method of 2-substituted indoles compounds is simple, economical and has wider applicability, is suitable for large-scale production, and has a very important influence on the synthesis of indoles compounds.
Synthesis of Indoles through Domino Reactions of 2-Fluorotoluenes and Nitriles
Mao, Jianyou,Wang, Zhiting,Xu, Xinyu,Liu, Guoqing,Jiang, Runsheng,Guan, Haixing,Zheng, Zhipeng,Walsh, Patrick J.
supporting information, p. 11033 - 11038 (2019/07/08)
Indoles are essential heterocycles in medicinal chemistry, and therefore, novel and efficient approaches to their synthesis are in high demand. Among indoles, 2-aryl indoles have been described as privileged scaffolds. Advanced herein is a straightforward, practical, and transition-metal-free assembly of 2-aryl indoles. Simply combining readily available 2-fluorotoluenes, nitriles, LiN(SiMe3)2, and CsF enables the generation of a diverse array of indoles (38 examples, 48–92 % yield). A range of substituents can be introduced into each position of the indole backbone (C4 to C7, and aryl groups at C2), providing handles for further elaboration.
The p-toluenesulfonic acid-catalyzed transformation of polyfluorinated 2-alkynylanilines to 2-aminoarylketones and indoles
Politanskaya, Larisa,Shteingarts, Vitalij,Tretyakov, Evgeny,Potapov, Alexander
supporting information, p. 5328 - 5332 (2015/09/01)
The reactivity of a series of polyfluorinated 2-alkynylanilines with various alcohols using p-TSA has been studied. It was found that hydration of the triple bond gave rise to polyfluorinated 2-aminoarylketones and competed with an electrophilic heterocyc
Synthesis of indoles with a polyfluorinated benzene ring
Politanskaya, Larisa V.,Chuikov, Igor P.,Shteingarts, Vitalij D.
, p. 8477 - 8486 (2013/09/02)
A two-step sequence consisting of a Sonogashira coupling of polyfluorinated 2-iodoanilines with terminal alkynes, followed by a KOH promoted cyclization of the 2-alkynylanilines thus formed, has been developed as a one-pot synthesis of 2-R-indoles (R=n-Bu
Partially Fluorinated Heterocyclic Compounds. Part 18. Formation of Fischer Indole Products from Acetophenone 1,3,4,5,6,7,8-Heptafluoro-2-naphthylhydrazone and Acetophenone Pentafluorophenylhydrazone. The Surprising Loss of o-Fluorine
Brooke, Gerald M.
, p. 821 - 826 (2007/10/02)
Acetophenone 1,3,4,5,6,7,8-heptafluoro-2-naphthylhydrazone (2) and acetophenone pentafluorophenylhydrazone (3) react in tetralin at reflux temperature to give among the products 4,5,6,7,8,9-hexafluoro-2-phenylbenzindole (6) and 4,5,6,7-tetrafluoro-2-ph
