1190199-89-3Relevant academic research and scientific papers
Nucleopalladation triggering the oxidative heck reaction: A general strategy to diverse β-indole ketones
Wang, Qian,Huang, Liangbin,Wu, Xia,Jiang, Huanfeng
, p. 5940 - 5943 (2013)
A simple and efficient palladium-catalyzed oxidative coupling between 2-alkynyl anilines and allylic alcohols is described by using cheap and green dioxygen as the oxidant. These cross-couplings have a large functional group tolerance and are of higher re
Palladium-Catalyzed Ligand-Free Double Cyclization Reactions for the Synthesis of 3-(1′-Indolyl)-phthalides
Yuan, Shuo,Zhang, Dan-Qing,Zhang, Jing-Ya,Yu, Bin,Liu, Hong-Min
supporting information, p. 814 - 817 (2020/02/04)
Indole and phthalide are privileged heterocyclic scaffolds in numerous natural products and bioactive molecules. The synthesis and biological evaluation of the compounds combining these two scaffolds have rarely been reported. Herein, we repot the first palladium-catalyzed ligand-free double cyclization reactions that enable efficient synthesis of 3-(1′-indolyl)-phthalides (42 examples, up to 96% yield) under mild conditions. Notably, only 1.0 mol % of catalyst loading is used, suggesting high efficiency. Late-stage elaborations give highly functionalized analogues.
Syntheses of N-Alkyl 2-Arylindoles from Saturated Ketones and 2-Arylethynylanilines via Cu-Catalyzed Sequential Dehydrogenation/Aza-Michael Addition/Annulation Cascade
Chen, Linlin,Ling, Fei,Liu, Tao,Ma, Yan,Song, Dingguo,Xiao, Lian,Xu, Min,Yu, Mengyao,Zhong, Weihui
, p. 3224 - 3233 (2020/03/23)
We describe here a Cu-catalyzed and 4-OH-TEMPO-mediated sequential dehydrogenation/aza-Michael addition/annulation cascade reaction for the construction of N-alkyl 2-arylindoles from facilely available saturated ketones and 2-arylethynylanilines. This rea
On water: iodine-mediated direct construction of 1,3-benzothiazines from ortho-alkynylanilines by regioselective 6-exo-dig cyclization
Saini, Kapil Mohan,Saunthwal, Rakesh K.,Kumar, Shiv,Verma, Akhilesh K.
supporting information, p. 2657 - 2662 (2019/03/12)
Herein, we report the 6-exo-dig ring closure of ortho-alkynylanilines with readily available aroyl isothiocyanate. An environmentally benign, metal- and base-free, iodine promoted cascade synthesis of highly functionalized (benzo[1,3]thiazin-2-yl)benzimid
Visible-Light Induced and Oxygen-Promoted Oxidative Cyclization of Aromatic Enamines for the Synthesis of Quinolines Derivatives
Xia, Xiao-Feng,Zhang, Guo-Wei,Wang, Dawei,Zhu, Su-Li
, p. 8455 - 8463 (2017/08/23)
The dual transition metal-visible light photoredox catalysis for the synthesis of quinoline derivatives by using dioxygen as an oxygen source is developed. By using visible light, the direct oxidative cyclization of aromatic enamines with alkynes or alkenes can be achieved at mild conditions with an aid of copper or palladium catalysts, and a variety of multisubstituted quinoline derivatives could be obtained in good to moderate yields under mild reaction conditions.
TBHP mediated oxidation of N-2-alkynylphenyl α-amino carbonyl compounds to oxalic amides using visible light photoredox catalysis and their application in the synthesis of 2-aryl indoles
Liu, Wei,Liu, Sheng,Xie, Hongqi,Qing, Zhixing,Zeng, Jianguo,Cheng, Pi
, p. 17383 - 17388 (2015/03/04)
A visible light promoted and TBHP mediated oxidative reaction of N-2-alkynylphenyl α-amino carbonyl compounds to N-2-alkynylphenyl oxalic amides was developed. In the presence of CuBr and photocatalyst Ru(bpy)3Cl2·6H2O, the reaction proceeded smoothly to afford the corresponding oxalic amides under the irradiation of a 26 W compact fluorescence bulb at room temperature. Furthermore, N-2-alkynylphenyl oxalic amides could be subsequently transferred to 2-aryl indoles without an additional deacylation step through a favored 5-endo-dig N-cyclization process using AgNO3 as catalyst.
Iron trichloride-promoted cyclization of o-alkynylaryl lsocyanates: synthesis of 3-(chloromethylene)oxindoles
Cantagrel, Guillaume,De Carne-Carnavalet, Benoit,Meyer, Christophe,Cossy, Janine
supporting information; experimental part, p. 4262 - 4265 (2009/12/26)
Iron trichloride promotes the cationic cyclizatlon of o-(arylethynyl)aryl isocyanates leading to 3-(arylchloromethylene)oxindoles which can be stereoselectively converted to (Z)-3-(aminomethylene)oxindoles under straightforward conditions. When the alkyne
