Solvent-free direct ortho C-acylation of phenolic systems by methanesulfonic acid as catalyst
Authors
Abstract:
The use of methanesulfonic acid as a Brønsted acid for direct ortho-acylation of phenols and naphthols proves to be a convenient, more general and direct route to various hydroxyaryl ketones. The route is regioselective, leading to ortho C-acylated products in satisfactory to high yields in most cases. The solvent free reactions described below exhibited environmentally benign in terms of faster reaction, benign conditions and higher yield of the desired products. The influence of the temperature, the ratios of the reactants and the amounts of MSA were investigated. However, after a 10-18 minute reaction time at 60-100 °C, selectivity to over 98% ortho acylation products was obtained. This method represents an environmentally benign acylation route, because MSA is biodegradable acid which can easily be separated from the reaction mixture via decantation.
similar resources
solvent-free direct ortho c-acylation of phenolic systems by methanesulfonic acid as catalyst
the use of methanesulfonic acid as a brønsted acid for direct ortho-acylation of phenols and naphthols proves to be a convenient, more general and direct route to various hydroxyaryl ketones. the route is regioselective, leading to ortho c-acylated products in satisfactory to high yields in most cases. the solvent free reactions described below exhibited environmentally benign in terms of faste...
full textTrifluoromethanesulfonic Acid as Acylation Catalyst: Special Feature for C- and/or O-Acylation Reactions
Trifluoromethanesulfonic acid (TfOH) is one of the superior catalysts for acylation. The catalytic activity of TfOH in Cand/or O-acylation has broadened the use of various substrates under mild and neat or forced conditions. In this review, the salient catalytic features of TfOH are summarized, and the unique controllability of its catalytic activity in the tendency of C-acylation and/or O-acyl...
full textSynthesis of Naphthopyranopyrimidines Using Formic Acid as an Effective Catalyst under Solvent-free Conditions
An environmentally friendly, one-pot, three-component synthesis of 8,10-dimethyl-12-aryl-12H-naphtho[1′,2′:5,6]pyrano[2,3-d]pyrimidine-9,11-diones was achieved via coupling aromatic of aldehydes, β-naphthol and 6-amino-1,3-dimethyl uracil in the presence of formic acid as a catalyst under solvent-free conditions at 90 °C. This method has several advantages, such as efficiency, good yield, short...
full textSolvent-Free Synthesis of Aryl Iodide Using Nano SiO2/HIO4 as a Reusable Acid Catalyst
An efficient and environmentally benign method for the synthesis of aryl iodides have been developed by diazotization of aromatic amines with NaNO2 and nanosilica periodic acid (nano-SPIA) as a green catalyst via grinding followed by a sandmeyer iodination by KI under solvent-free conditions at room temperature. The ensuing aryl diazonium salts supported on nano-SPIA were sufficiently stable ...
full textFacile and mild synthesis of 1-substituted-1H-1,2,3,4-tetrazoles catalyzed by methanesulfonic acid under solvent-free conditions
Methanesulfonic acid (MSA) was found to be an efficient catalyst for the synthesis of 1-substituted-1H-1,2,3,4-tetrazoles. A series of 1-substituted tetrazole compounds were synthesized from the reaction of various primary amines, sodium azide and triethyl orthoformate in the presence of catalytic amounts of MSA at room temperature. In this protocol, some of the tetrazole derivatives were synth...
full textMy Resources
Journal title
volume 1 issue 2
pages 65- 70
publication date 2011-12-01
By following a journal you will be notified via email when a new issue of this journal is published.
Hosted on Doprax cloud platform doprax.com
copyright © 2015-2023