29670-54-0Relevant academic research and scientific papers
N-bromosuccinimide catalyzed condensations of indoles with carbonyl compounds under solvent-free conditions
Koshima, Hideko,Matsusaka, Wataru
, p. 1089 - 1091 (2002)
NBS was found to be an efficient catalyst for condensations of indoles with aldehydes or ketones in the absence of solvent.
Synthesis of bis(indolyl)methanes catalyzed by acidic ionic liquid immobilized on silica (ILIS)
Hagiwara, Hisahiro,Sekifuji, Masayoshi,Hoshi, Takashi,Qiao, Kun,Yokoyama, Chiaki
, p. 1320 - 1322 (2007)
A new organocatalytic procedure for the synthesis of bis(indolyl)methanes with acidic ionic liquid immobilized on silica gel (ILIS-SO2Cl) has been developed. The reaction condition is applicable to a variety of aryl and aliphatic aldehydes and indoles. The mild nature of the reaction conditions showed that the acetoxy or TBDMS group in the aldehyde was maintained intact. The catalyst was reused four times in 93% average yield. Georg Thieme Verlag Stuttgart.
Bis(N-methylindolyl)methane-based chemical probes for Hg2+ and Cu2+ and molecular IMPLICATION gate operating in fluorescence mode
Kaur, Paramjit,Kaur, Sandeep,Singh, Kamaljit
, p. 1497 - 1501 (2012)
Bis(N-methylindolyl)methane derivatives behave as chemosensors for Hg 2+ and Cu2+ ions relying on the absorption as well as emission changes. Rarely reported IMPLICATION logic gate operating in the fluorescence mode has been develope
Sulfonated Tetraphenylethylene-Based Hypercrosslinked Polymer as a Heterogeneous Catalyst for the Synthesis of Symmetrical Triarylmethanes via a Dual C-C Bond-Cleaving Path
Kalita, Gitumoni,Deka, Namrata,Paul, Dipankar,Thapa, Loknath,Dutta, Gitish K.,Chatterjee, Paresh Nath
supporting information, p. 304 - 308 (2020/12/14)
A sulfonic acid functionalized tetraphenylethylene-based hypercrosslinked polymer (THP-SO 3H) with a well-developed porous network and accessible sulfonic acid sites was synthesized and characterized by different analytical techniques. The cata
Friedel-Crafts Addition of Indoles to Nitrones Promoted by Trimethylsilyl Trifluoromethanesulfonate
Oracheff, Zachary Z.,Xia, Helen L.,Poff, Christopher D.,Isaacson, Scott E.,Downey, C. Wade
, p. 17328 - 17336 (2021/12/02)
N-Alkylindoles undergo Friedel-Crafts addition to aryl and secondary alkyl nitrones in the presence of trimethylsilyl trifluoromethanesulfonate and trialkylamine to produce 3-(1-(silyloxyamino)alkyl)indoles. Spontaneous conversion to bisindolyl(aryl)metha
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.
Anodically Triggered Aldehyde Cation Autocatalysis for Alkylation of Heteroarenes
Liu, Caiyan,Xiao, Zihui,Wu, Shuhua,Shen, Yongli,Yuan, Kedong,Ding, Yi
, p. 1997 - 2001 (2020/02/27)
Alkylation of heteroarenes by using aldehydes is a direct approach to increase molecular complexity, which however often involves the use of stochiometric oxidant, strong acid, and high temperature. This study concerns an energy-efficient electrochemical alkylation of heteroarenes by using aldehydes under mild conditions without mediators. Interestingly, the graphite anode can trigger aldehyde cationic species, which act as the effective autocatalysts to react with a range of heteroarenes to produce the corresponding products with excellent regioselectivity and in high yields. Compared to the traditional electro-synthesis approaches, this electro-triggered reaction provides an electricity-saving and eco-friendly route to high-value chemicals.
Preparation of choline sulfate ionic liquid supported on porous graphitic carbon nitride nanosheets by simple surface modification for enhanced catalytic properties
Azizi, Najmedin,Edrisi, Mahtab
, (2019/12/23)
Supported ionic liquids (SILs) have attracted rising interest and the subject of active research in the last decades due to the diversified range of applications and yet reports on ILs is still rapidly increasing. This work reports a choline sulfate ionic liquid supported on fascinating and highly stable porous graphitic carbon nitride (g-C3N4) nanosheets as an inexpensive and an environmentally friendly reusable ionic catalyst in organic synthesis typically requiring a harmful organic solvent and highly toxic acids. g-C3N4?SO3Ch was prepared by mixing sulfonic acid functionalized graphitic carbon nitride nanosheets (g-C3N4?SO3H) with choline hydroxide or via a novel approach. The introduction of a choline sulfate could significantly enlarge specific surface areas with rich reaction sites and suppressed the recombination of sheets. This work provides a new way to improve the chemical property of g-C3N4 along with the recyclability of the ionic liquid. g-C3N4?SO3Ch (IL/g-C3N4) offers an effective, reusable, inexpensive, environmentally friendly and low-cost catalyst for the synthesis of 3,4-dihydropyrimidin-2 (1H)-ones, 2,3-dihydroquinazolin-4 (1H)-ones and bisindolylmethanes in good to excellent yields. The prepared catalyst synthesized compounds were well characterized by different techniques such as FT-IR, XRD, SEM, EDX and TGA.
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.
Organocatalytic combinatorial synthesis of quinazoline, quinoxaline and bis(indolyl)methanes
Badri, Rashid,Khaksar, Samad,Malamiri, Fatemeh,Tahanpesar, Elham
, p. 83 - 88 (2020/03/30)
Aims and Objective: An efficient and practical procedure for the synthesis of heterocyclic compounds such as quinazolines, quinoxalines and bis(indolyl)methanes was developed using 3,5-bis(trifluoromethyl) phenyl ammonium hexafluorophosphate (BFPHP) as a novel organocatalyst. Materials and Methods: All of the obtained products are known compounds and identified by IR, 1HNMR, 13CNMR and melting points. Result: Various products were obtained in good to excellent yields under reaction conditions Conclusion: The BFPHP organocatalyst demonstrates a novel class of non-asymmetric organocatalysts, which has gained much attention in green chemistry.
