Study of the oxidation of some catechols in the presence of 4‐amino‐3‐thio‐1,2,4‐triazole by digital simulation of cyclic voltammograms

Electrochemical oxidation of catechol and its derivatives ( 1a–d ) has been studied in the presence of 4‐amino‐3‐thio‐1,2,4‐triazole ( 3 ) at various pHs. Some electrochemical techniques such as cyclic voltammetry using the diagnostic criteria derived by Nicholson and Shain for various electrode mechanisms and controlled‐potential coulometry were used. Results indicate the participation of catechols ( 1a–d ) with 3 in an intramolecular cyclization reaction to form the corresponding 1,2,4‐triazino[5,4‐b]‐1,3,4‐thiadiazine derivatives. In various scan rates, based on an electron transfer–chemical reaction–electron transfer–chemical reaction mechanism, the observed homogeneous rate constants (k_obs) for Michael addition reaction were estimated by comparing the experimental cyclic voltammetric responses with the digital simulated results. The oxidation reaction mechanism of catechols ( 1a–d ) in the presence of 4‐amino‐3‐thio‐1,2,4‐triazole ( 3 ) was also studied. © 2007 Wiley Periodicals, Inc. Int J Chem Kinet 39: 340–345, 2007     

Highly Efficient,Four Component,One-pot Synthesis of Tetrasubstituted Imidazoles Using a Catalytic Amount of FeCl<Subscript>3</Subscript> · 6H<Subscript>2</Subscript>O

Summary. An efficient and improved procedure for the synthesis of tetrasubstituted imidazoles by FeCl₃ · 6H₂O catalyzed four-component one-pot synthesis in refluxing ethanol is described.     

Sulfamic acid catalyzed solvent-free synthesis of 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo [4,5- <Emphasis Type="Italic">b</Emphasis>]xanthen-9-ones and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[<Emphasis Type="Italic">a</Emphasis>]xanthen-11-ones

Three-component one-pot synthesis of some novel 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo[4,5-b]xanthen-9-ones, which have not been published before, and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-ones from condensation of 3,4-methylenedioxyphenol or β-naphthol, aldehydes and dimedone under solvent-free conditions at 120 °C is reported.     

Applications of Dainshefsky's Dienes in the Asymmetric synthesis of Aza‐Diels‐Alder Reaction

Asymmetric hetero‐Diels‐Alder (AHDA) reactions provide a multitude of opportunities for the highly efficient, regio‐ and stereoselective construction of various heterocycles in enantiomerically pure form. The asymmetric aza‐Diels‐Alder (A‐aza‐DA) reaction using diversely hetero‐dienophiles and hetero‐dienes have been increasingly developed as a valuable method for the synthesis of functionalized nitrogen ring systems. The purpose of this review is to give a detailed discussion of the A‐aza‐DA reaction particularly, the stereoselective reactions of imines as dienophiles with Dainshefsky dienes to obtain optically pure aza‐Diels‐Alder products. The development of stereoselective variants of the reaction make use of imines as the dienophile and Dainshefsky dienes is at the forefront of these studies. This review updates the A‐aza‐DA reactions covering the literature from 1972 till date     

Preparation of an efficient catalyst through injection of CuI on modified poly (styrene-co-maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst

A novel polymer supported [poly (styrene-co-maleic imide) (SMI)]Cu(I) nano-particles was prepared via in situ reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thione with [poly (styrene-co-maleic anhydride)] (SMA) along with immobilization of CuI. These nano-particles were fully characterized by using scanning electron microscopy (SEM), energy dispersive spectroscopy analysis, Xray (EDAX), inductively coupled plasma (ICP) analysis, ¹H NMR and FT-IR techniques. Moreover, the structural and electronic features of metal–ligand interactions in the complex model of polymer-supported copper nanocatalyst were assessed using density functional theory calculations. The catalytic activity of these supported Cu(I) nonoparticles was examined in one of the classiest name reaction so–called “click reaction” which is coined K. B Sharpless for the regioselective synthesis of 1,2,3-triazole derivatives using a multicomponent reaction (MCR) involving benzyl halides, sodium azide and terminal alkynes in water as a green solvent. This heterogeneous catalyst showed excellent catalytic activity and was separated by simple filtration and was used at least in five consecutive runs without a significant decrease in its activity.     

A ternary hybrid system based on combination of mesoporous silica,heteropolyacid and double-layered clay: an efficient catalyst for the synthesis of 2,4-dihydro-3H-pyrazol-3-ones and pyranopyrazoles in aqueous medium: studying the effect of the synthetic procedure on the catalytic activity

Research on Chemical Intermediates - SBA/hydrotalcite/heteropolyacid nanocomposite is synthesized via a novel procedure in which the as-prepared heteropolyacid-loaded SBA-15 was impregnated with...     

Iodine-catalyzed tandem oxidative coupling reaction: A one-pot strategy for the synthesis of new coumarin-fused pyrroles

The simple and facile strategy for the synthesis of 2,3-disubstituted-chromeno[4,3-b]pyrrole-4(1H)-ones has been established. This method describes the Kornblum oxidation reaction of acetophenones, followed by the Knoevenagle treatment of the resulted (het)arylglyoxals with active methylene compounds and consequently iodine-activated Michael type reaction with 4-amino coumarin in a one-pot manner to afford disubstituted chromeno[4,3-b]pyrrole-4(1H)-one derivatives.     

Silica supported perchloric acid （HClO4-SiO2）： A mild,reusable and highly efficient heterogeneous catalyst for the synthesis of amidoalkyl naphthols

An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.