7135-39-9Relevant academic research and scientific papers
AlCl3-Promoted Thiocyanation of N-Containing Aromatic and Heteroaromatic Compounds Under Solvent-Free Conditions
Nikoofar, Kobra,Gorji, Samareh
, p. 1138 - 1145 (2015)
Aluminum chloride/Ammonium thiocyanate (AlCl3/NH4SCN) was found to be an effective system for the thiocyanation of some arylamines and indoles to afford the corresponding thiocyanated adducts at room temperature under solvent-free conditions. The efficacy of this combined reagent was also examined in the thiocyanation of pyrrole and isatin. A plausible mechanism of thiocyanation has also been suggested.
Eco-friendly synthesis of condensed nitrogen heterocycles: A brief experience from our group
Chakrabarty, Manas,Mukherji, Ajanta
, p. 1681 - 1694 (2014/01/17)
In order to develop eco-friendly syntheses of condensed nitrogen heterocycles, solvent-free syntheses on solid acidic catalysts and aqueous reactions using a phase transfer catalyst (PTC) were successfully carried out. The catalysts used were (i) TLC-grade silica gel G (SiO2), (ii) SiO2 doped with 10 mol% phosphoric acid (H3PO 4-SiO2), (iii) Montmorillonite K10 clay (K10), (iv) acid-washed K10 clay (acid-clay), (v) K10 doped with one equivalent (with respect to substrate) of tosic acid (TsOH-K10) and (vi) cetylpyridinium bromide (CPB) (5 mol%) as the PTC. The reactions were carried out at room temperature (rt), at 60-70°C (oven) or under microwave irradiation (MWI).
A facile clay-mediated synthesis of 3,3-diindolyl-2-indolinones from isatins
Chakrabarty, Manas,Sarkar, Sandipan,Harigaya, Yoshihiro
, p. 540 - 542 (2007/10/03)
Dry reaction of isatins (3a, 3b) with indoles (4a-e) on montmorillonite K10 clay at room temperature furnished within minutes 3,3-bis(3′-indolyl)-2- indolinones (1a-f) in high yields. 5-Nitroisatin (3c) furnished, in addition to the expected indolinone 1h, 3-hydroxy-3-(3′-indolyl)-5-nitro-2-indolinone (6), a likely intermediate to 1h.
A clay-mediated eco-friendly thiocyanation of indoles and carbazoles
Chakrabarty, Manas,Sarkar, Sandipan
, p. 8131 - 8133 (2007/10/03)
Indoles 1a-f and carbazoles 3a-c on treatment with ammonium thiocyanate on montmorillonite K10 clay at 80°C furnished the corresponding 3-thiocyanato derivatives 2a-f and 4a-c in good to high yields. Skatole 5 furnished the dimeric oxindole 6, which resulted from autoxidation.
Metal Reagents in Organic Reactions. Part-VI 1,2. Oxidation of Indoles with Thallium(III) Acetate
Banerji, Avijit,Ray, Rita,Pal, Sudhir C.,Banerji, Debasis,Maiti, Kaustabh K.
, p. 698 - 704 (2007/10/03)
The action of thallium(III) acetate on a number of indoles, differently substituted in the 2- and 3-positions, has been investigated. Monomeric and 'dimeric' oxidation products are obtained; the structures of the products depend on the substituents present in the substrate. A novel oxidative dimerisation of 2,3-disubstituted indoles to indolo[3,2-b]carbazoles is observed. The generation of the products could be rationalised by the initial formation of an unstable, non-isolable 3-thallated-indolenine derivative.
The chlorination of indoles by copper(II) chloride
Balogh-Hergovich, Eva,Speier, Gabor
, p. 2305 - 2309 (2007/10/02)
The reaction of indoles with copper(II) chloride has been studied in acetonitrile.At low copper(II):indole ratios, dimers are formed in the presence of dioxygen, oxygenated products are obtained, and at large copper(II):indole ratios, pyrrole ring-chlorinated products are formed in yields of up to 92percent.The reactions are postulated to proceed via the radical cations of the indoles formed in an electron-transfer reaction.
