78593-50-7Relevant academic research and scientific papers
Lithium-Promoted Cycloaddition of Indole-2,3-dienolates and Carbon Disulfide as a One-Pot Route to Thiopyrano[4,3- b]indole-3(5 H)-thiones
Suzdalev, Konstantin F.,Vyalyh, Julia V.,Tkachev, Valery V.,Lysenko, Ekaterina A.,Burov, Oleg N.,Lisovin, Anton V.,Kletskii, Mikhail E.,Kurbatov, Sergey V.
, p. 11698 - 11707 (2021/08/24)
A new approach for the annulation of a thiopyrane ring to an indole core under mild conditions was developed. Treating 2-methyl-3-acylindoles with lithium diisopropyl amide leads to the elimination of a proton from the 2-methyl group. The lithium indole-2,3-dienolates obtained were found to react with CS2 to give the corresponding thiopyrano[4,3-b]indole-3(5H)-thiones. The mechanism represents a stepwise addition through ion-pair formation, according to PCM/B3LYP/6-311++G**, PBE1PBE/6-311++G**, and MP2//HF/6-311++G*? quantum chemical calculations. AIM calculations revealed the essential role of the Li atom at all stages of the process.
3-Acylindoles Synthesis: Ruthenium-Catalyzed Carbonylative Coupling of Indoles and Aryl Iodides
Wang, Zechao,Yin, Zhiping,Wu, Xiao-Feng
supporting information, p. 4680 - 4683 (2017/09/12)
A novel and convenient procedure for the synthesis of 3-acylindoles from simple indoles and aryl iodides has been established. Through ruthenium-catalyzed carbonylative C-H functionalization of indoles, with Mo(CO)6 as the solid CO source, the desired indol-3-yl aryl ketones were isolated in moderate to good yields. Not only N-alkylindoles but also N-H indoles can be applied here.
Synthetic method of indole-3-aromatic ketone derivative
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Paragraph 0038; 0039; 0040-0046; 0066-0070; 0073; 0074; 0086, (2017/06/23)
The invention provides a novel method for an indole-3-aromatic ketone derivative. By using induction action of visible light, indole and aryl sulfonyl chloride and carbon monoxide are subjected to a reaction under normal temperature to generate indole-3-aromatic ketone, according to the novel synthetic method, the reaction mediums such as a transition-metal catalyst, an additive, acid and alkali are not required, the indole-3-aromatic ketone has good compatibility to a function group, the raw materials in the method have the advantages of simpleness and easy acquisition, and the method accords with a green chemistry scope.
Visible light-induced carbonylation of indoles with arylsulfonyl chlorides and CO
Li, Xiangguang,Liang, Deqiang,Huang, Wenzhong,Zhou, Hongfu,Li, Zhao,Wang, Baoling,Ma, Yinhai,Wang, Hai
, p. 8442 - 8448 (2016/12/06)
A novel and simple strategy for the visible light-induced efficient synthesis of indol-3-yl aryl ketones from readily available arylsulfonyl chlorides and indoles with CO at room temperature was developed. This metal-free protocol has good functional group tolerance and avoids the use of transition-metal catalysts, additives, and alkaline or acidic reaction medium.
Acylation of indoles via photoredox catalysis: A route to 3-acylindoles
Gu, Lijun,Jin, Cheng,Liu, Jiyan,Zhang, Hongtao,Yuan, Minglong,Li, Ganpeng
supporting information, p. 1201 - 1205 (2016/03/09)
A visible-light-induced synthesis of 3-acylindoles from simple indoles and α-oxo acids at room temperature has been discovered. The reaction tolerates a wide range of functional groups and gives a variety of valuable 3-acylindoles in moderate to high yields under mild conditions.
Synthesis of indol-3-yl aryl ketones through visible-light-mediated carbonylation
Zhang, Hong-Tao,Gu, Li-Jun,Huang, Xiang-Zhong,Wang, Rui,Jin, Cheng,Li, Gan-Peng
supporting information, p. 256 - 260 (2017/05/25)
A visible-light-catalyzed synthesis of indol-3-yl aryl ketones from aryldiazonium salts, CO and indoles at room temperature was developed. This process provides a useful method for the preparation of diverse indol-3-yl aryl ketones from readily accessible reactants under base-free, acid-free and transition-metal-free conditions.
