96413-90-0Relevant academic research and scientific papers
Seralite SRC-120 resin catalyzed synthesis of bis(indolyl)methanes using indoles and low/high boiling point carbonyl compounds under solvent free conditions
Indurthi, Harish K.,Virdi, Reena,Koli, Papita,Nageswara Rao, Desaboini,Sharma, Deepak K
, p. 139 - 150 (2021)
A highly inexpensive, and operationally simple seralite SRC-120 (strongly acidic cation exchange resin) catalyzed synthesis of 3,3′-bis(indolyl)methanes (BIMs) from indoles and low/high boiling point carbonyl compounds under solvent-free condition is repo
Preparation method of bisindole phenylethane compound
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Paragraph 0019; 0023-0032; 0113-0114; 0117-0118, (2021/08/25)
The invention belongs to the technical field of organic compound synthesis, and particularly relates to a preparation method of a bisindole phenylethane compound. To the preparation method of the bisindole phenylethane compound, acetophenone compounds and
Bis-indolylation of aldehydes and ketones using silica-supported FeCl3: Molecular docking studies of bisindoles by targeting SARS-CoV-2 main protease binding sites
Deb, Barnali,Debnath, Sudhan,Chakraborty, Ankita,Majumdar, Swapan
, p. 30827 - 30839 (2021/11/19)
We report herein an operationally simple, efficient and versatile procedure for the synthesis of bis-indolylmethanes via the reaction of indoles with aldehydes or ketones in the presence of silica-supported ferric chloride under grindstone conditions. The prepared supported catalyst was characterized by SEM and EDX spectroscopy. The present protocol has several advantages such as shorter reaction time, high yield, avoidance of using harmful organic solvents during the reaction and tolerance of a wide range of functional groups. Molecular docking studies targeted toward the binding site of SARS-CoV-2 main protease (3CLpro or Mpro) enzymes were investigated with the synthesized bis-indoles. Our study revealed that some of the synthesized compounds have potentiality to inhibit the SARS-CoV-2 Mpro enzyme by interacting with key amino acid residues of the active sites via hydrophobic as well as hydrogen bonding interactions.
Halogen bond-catalyzed friedel-crafts alkylation of indole with ketones and aldehydes for the synthesis of symmetrical 3,3’-diindolylmethanes using simple halogen donor catalyst
Chen, Xia,Zhou, Xiao-Yu
, p. 604 - 610 (2021/09/30)
The Friedel-Crafts alkylation of indole with ketones and aldehydes had been developed to prepare 3,3’-diindolylmethanes using iodine or NCS as catalysts. Two mild and efficient catalysis systems were provided for the activation of carbonyl compounds and i
2-Indolymethanols as 4-atom-synthons in oxa-Michael reaction cascade: access to tetracyclic indoles
Han, Tian-Jiao,Mei, Guang-Jian,Wang, Min-Can
supporting information, p. 8921 - 8924 (2021/09/10)
The first Br?nsted acid-catalyzed oxa-Michael reaction cascade of 2-indolylmethanols with trione alkenes was accomplished. By using this practical approach, a variety of tetracyclic indoles were readily created in an ordered sequence with excellent regio-
Decarboxylative Addition of Propiolic Acids with Indoles to Synthesize Bis(indolyl)methane Derivatives with a Pd(II)/LA Catalyst
Zeng, Miao,Xue, Jing-Wen,Jiang, Hongwu,Li, Kaiwen,Chen, Yunong,Chen, Zhuqi,Yin, Guochuan
, p. 8333 - 8350 (2021/06/28)
Exploring new protocols for efficient organic synthesis is crucial for pharmaceutical developments. The present work introduces a Pd(II)/LA-catalyzed (LA: Lewis acid) decarboxylative addition reaction for the synthesis of bis(indolyl)methane derivatives. The presence of Lewis acid such as Sc(OTf)3 triggered Pd(II)-catalyzed decarboxylative addition of propiolic acids with indoles to offer the bis(indolyl)methane derivatives in moderate to good yields, whereas neither Pd(II) nor Lewis acid alone was active for this synthesis. The catalytic efficiency of Pd(OAc)2 was highly dependent on the Lewis acidity of the added Lewis acid, that is, a stronger Lewis acid provided a higher yield of the bis(indolyl)methane derivatives. Meanwhile, this Pd(II)/LA-catalyzed decarboxylative addition reaction showed good tolerance toward versatile electron-rich or-deficient substituents on the indole skeleton and on the benzyl ring of propiolic acids. The studies on the in situ 1H NMR kinetics of this Pd(II)/Sc(III) catalysis disclosed the formation of a transient vinyl-Pd(II)/Sc(III) intermediate generated by the pyrrole addition to the alkynyl-Pd(II)/Sc(III) species after decarboxylation, which was scarcely observed before.
Diastereoselective Synthesis of Tetrahydrospiro[carbazole-1,3′-indolines] via an InBr3-Catalyzed Domino Diels-Alder Reaction
Wang, Daqian,Sun, Jing,Liu, Ru-Zhang,Wang, Yang,Yan, Chao-Guo
, p. 5616 - 5629 (2021/05/07)
A simple InBr3-catalyzed domino reaction of indoles, phenylacetylenes, and various 3-methyleneoxindolines in toluene is described. This reaction not only provided a convenient synthetic protocol for polysubstituted tetrahydrospiro[carbazole-1,3′-indolines] in good yields but also gave completely different diastereoisomers of the tetrahydrospiro[carbazole-1,3′-indolines] to that of the previously reported TfOH-catalyzed one-pot reaction of indoles, acetophenones, and 3-methyleneoxindolines. Additionally, the InBr3-catalyzed reaction of the initially prepared 1,1′-bis(indolyl)phenylethanes with 3-phenacylideneoxindolines also gave the corresponding tetrahydrospiro[carbazole-1,3′-indolines] in good yields and with excellent diastereoselectivity. The reaction mechanism involved the sequential in situ generation of reactive dienophilic 3-alkenylindole, the Diels-Alder reaction, and the Lewis acid controlled diastereoisomerization process.
Air-stable μ-oxo-bridged binuclear titanium(IV) salophen perfluorooctanesulfonate as a highly efficient and recyclable catalyst for the synthesis of bis(indolyl) methane derivatives
Qiao, Jie,Gao, Shan,Wang, Lingxiao,Wei, Jiancong,Li, Ningbo,Xu, Xinhua
supporting information, (2019/11/29)
An air-stable μ-oxo-bridged binuclear Lewis acid of titanium(IV) salophen perfluorooctanesulfonate [{Ti(salophen)H2O}2O][OSO2C8F17]2 (1) was successfully synthesized by the reaction of TiIV(salophen)Cl2 with AgOSO2C8F17 and characterized by different techniques such as IR, NMR and HRMS. TG-DSC analysis showed that this complex was thermally stable at 220 °C. Meanwhile, it exhibited good solubility in polar organic solvents and good ionic dissociation in CH3CN solution. Fluorescence spectra and Hammett indicator results indicated that the complex had relatively strong acidity. And it showed high catalytic efficiency for the synthesis of bis(indolyl) methane derivatives through Friedel-crafts reaction of aldehyde/ketone with indoles. Moreover, it can be reused five times with minimal changes in catalytic efficiency.
3,3 ' -diindolinic acid derivative as well as synthesis method and biological activity thereof (by machine translation)
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Paragraph 0055-0056, (2020/04/02)
The method disclosed by the invention takes indole and aldosterone as a main raw material 3,3 to prepare, '- diindolinic acid sodium as an accelerant, under the condition that toluene is a solvent, oxygen or an air atmosphere ultraviolet light room temper
CF3SO2Na-Mediated, UV-Light-Induced Friedel-Crafts Alkylation of Indoles with Ketones/Aldehydes and Bioactivities of Products
Yang, Tianbao,Lu, Huiai,Shu, Yixuan,Ou, Yifeng,Hong, Ling,Au, Chak-Tong,Qiu, Renhua
supporting information, p. 827 - 831 (2020/02/04)
A concise, one-step route to produce 3,3′-diindolylmethanes (DIMs) from simple indoles and ketones or aldehydes is reported. The key step is the ready formation of indole derivatives that involves the in situ conversion of CF3SO2Na r
