294636-38-7Relevant academic research and scientific papers
Development of an imidazole salt catalytic system for the preparation of bis(indolyl) methanes and bis(naphthyl)methane
Wang, Xu,Aldrich, Courtney C.
, (2019)
Imidazolium salts are shown to catalyze the rapid room temperature reaction of indoles or naphthol with aldehydes to provide bis(indolyl)methanes or bis(naphthol)methane in excellent yields and the reaction proceeds optimally in dichloromethane with no base additives. The reaction exhibits a broad substrate tolerance and occurs through nucleophilic activation of the indoles and naphthols through a cation–π interaction.
Room temperature ionic liquid choline chloride-oxalic acid: A versatile catalyst for acid-catalyzed transformation in organic reactions
Yadav, Urmiladevi Narad,Shankarling, Ganapati Subray
, p. 137 - 141 (2014/01/17)
An efficient and facile synthesis of hydrazones, bis(indolyl)methanes and bis(4-hydroxycoumarin)methanes is facilitated by room temperature ionic liquid choline chloride-oxalic acid (ChCl:Ox). ChCl:Ox (10 mol%) efficiently catalyzes condensation of aldehydes with phenylhydrazine giving corresponding hydrazones in high yield (92-96%) within short reaction time of 3-5 min. Electrophilic cyclization reaction of indole and 4-hydroxy coumarin with aromatic aldehyde was effectively promoted by 30 mol% of ChCl:Ox giving corresponding bis(indolyl)arylmethanes and bis (4-hydroxycoumarin)methanes in good yield at room temperature. Procedure is very simple, solvent free and completely eliminates use of toxic acid catalyst. ChCl:Ox is biodegradable, can be recycled and reused without the loss of efficiency with respect to yield.
Ionic liquid tributyl (carboxymethyl) phosphonium bromide as an efficient catalyst for the synthesis of bis(indolyl)methanes under solvent-free conditions
Khazaei, Ardeshir,Zolfigol, Mohammad Ali,Faal-Rastegar, Toktam
, p. 617 - 619 (2013/11/06)
A simple green synthesis of bis (indolyl)methanes involved the reaction of indole with aldehydes in the presence of a phosphonium salt ionic liquid as the catalyst. The simple experimental procedures, short reaction times, high yields of product, non-toxi
Sulfonated organic heteropolyacid salts: Recyclable green solid catalysts for the highly efficient and green synthesis of bis(indolyl)methanes in water
Vahdat, Seyed M.,Khaksar, Samad,Baghery, Saeed
experimental part, p. 138 - 144 (2012/08/08)
In the present study, we introduce two nonconventional ionic liquids [MIMPS]3PW12O40 (a) and [TEAPS]3PW12O40 (b) as green solid acid catalysts for the efficient synthesis of bis(indolyl)methanes. The reaction of indole with aldehydes or ketones in water a
A practical synthesis of bis(indolyl)methanes employing boric acid
Yadav, Jhillu S.,Gupta, Manoj K.,Jain, Ruchi,Yadav, Nagendra N.,Reddy, Basi V. Subba
experimental part, p. 1001 - 1004 (2011/09/19)
A variety of aldehydes and ketones react rapidly with indoles in the presence of boric acid under solvent-free conditions to afford the corresponding bis(indolyl)methanes. Excellent yields and short reaction times together with the environmentally friendly nature of boric acid make this procedure useful and attractive to produce a variety of bis(indolyl)methanes. The use of boric acid makes it quite simple, more convenient, and practical. This new method offers several advantages such as high conversions, cleaner reaction profiles, short reaction times, and the use of inexpensive and readily available boric acid. Springer-Verlag 2010.
