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1.
An facile and efficient protocol for the synthesis of 13‐aryl‐indeno[1,2‐b]naphtha[1,2‐e]pyran‐ 12(13H)‐ ones has been developed that proceeds via the one‐pot three‐component sequential reaction of an aromatic aldehyde with β‐naphthol and 2H‐indene‐1,3‐dione under solvent‐free conditions in the presence of a poly(4‐vinylpyridinium)hydrogen sulfate(P(4‐VPH)HSO4) catalyst. The catalyst can be reused several times, making this procedure facile, practical, and sustainable. The simple experimental procedure, solvent‐free reaction conditions, use of an inexpensive catalyst, short react time, and excellent yields are some of the major advantages of this methodology.  相似文献   

2.
An ultrasound‐assisted aldol condensation reaction has been developed for a range of ketones with a variety of aromatic aldehydes using poly(N‐vinylimidazole) as a solid base catalyst in a liquid‐solid system. The catalyst can be recovered by simple filtration and reused at least 10 times without any significant reduction in its activity. The reaction is also amenable to the large scale, making the procedure potentially useful for industrial applications.  相似文献   

3.
The Keplerate‐type giant nanoporous isopolyoxomolybdate (NH4)42[MoVI72MoV60O372‐(CH3COO)30(H2O)72], denoted {Mo132}, has been used as a catalyst for the synthesis of1,2,4,5‐tetrasubstituted imidazoles by the one‐pot, four‐component thermal reaction of benzil with aromatic aldehydes, primary amines, and ammonium acetate under solvent‐free conditions. The catalyst was prepared according to a previously published literature procedure using inexpensive and readily available starting materials, and subsequently characterized by FT‐IR, UV and X‐ray diffraction spectroscopy, as well as microanalysis. The results showed that {Mo132} exhibited high catalytic activity towards the synthesis of 1,2,4,5‐tetrasubstituted imidazoles, with the desired products being formed in good to high yields. Furthermore, the catalyst was recyclable and could be reused at least three times without any discernible loss in its catalytic activity. Overall, this new catalytic method for the synthesis of 1,2,4,5‐tetrasubstituted imidazoles provides rapid access to the desired compounds following a simple work‐up procedure, and avoids the use of harmful organic solvents. This method therefore represents a significant improvement over the methods currently available for the synthesis of tetrasubstituted imidazoles.  相似文献   

4.
7‐Aryl‐8H‐benzo[f]indeno[2,1‐b]quinoline‐8‐one derivatives were synthesized by means of a one‐pot condensation of 2‐naphthylamine, aromatic aldehydes, and indane‐1,3‐dione in ethanol under refluxing conditions in the presence of poly(4‐vinylpyridinium) hydrogen sulfate, a solid acid catalyst. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The catalyst could be recycled and reused four times without significant loss of activity. The structure of the novel compounds was confirmed by IR, 1H NMR, and 13C NMR spec-troscopy and elemental analysis.  相似文献   

5.
The Keplerate‐type giant nanoporous isopolyoxomolybdate (NH4)42[MoVI72MoV60O372‐(CH3COO)30(H2O)72], denoted {Mo132}, has been used as a catalyst for the synthesis of1,2,4,5‐tetrasubstituted imidazoles by the one‐pot, four‐component thermal reaction of benzil with aromatic aldehydes, primary amines, and ammonium acetate under solvent‐free conditions. The catalyst was prepared according to a previously published literature procedure using inexpensive and readily available starting materials, and subsequently characterized by FT‐IR, UV and X‐ray diffraction spectroscopy, as well as microanalysis. The results showed that {Mo132} exhibited high catalytic activity towards the synthesis of 1,2,4,5‐tetrasubstituted imidazoles, with the desired products being formed in good to high yields. Furthermore, the catalyst was recyclable and could be reused at least three times without any discernible loss in its catalytic activity. Overall, this new catalytic method for the synthesis of 1,2,4,5‐tetrasubstituted imidazoles provides rapid access to the desired compounds following a simple work‐up procedure, and avoids the use of harmful organic solvents. This method therefore represents a significant improvement over the methods currently available for the synthesis of tetrasubstituted imidazoles.  相似文献   

6.
The preparation of supported Pd nanoparticles on Tris(tris(hydroxymethyl)aminomethane)‐ modi‐fied Si O2 gel and their catalytic application in Heck coupling are investigated. The catalyst was char‐acterized using a combination of X‐ray diffraction, transmission electron microscopy, field‐emission scanning electron microscopy, and scanning electron microscopy/energy‐dispersive X‐ray spec‐troscopy. The supported Pd nanoparticles were found to be a highly active and reusable catalyst for the Heck reaction at a low Pd loading(0.02 mol%) because of stabilization by the Tris moieties. Several reaction parameters, including the type and amount of solvent, base, and temperature, were evaluated. The heterogeneity of the catalytic system was investigated using different approaches, and showed that slight Pd leaching into the reaction solution occurred under the reaction condi‐tions. Despite this metal leaching, the catalyst can be reused seven times without significant loss of its activity.  相似文献   

7.
A series of pyrano[4,3‐b]pyran derivatives have been synthesized in excellent yields by the reaction of aromatic aldehydes with malononitrile or cyanoacetate and 4‐hydroxy‐6‐methylpyran‐2‐one in water at 80 °C, with the transformation being catalyzed by an aqueous solution of thiourea dioxide(TUD). Upon completion of the reaction, the product was isolated by filtration or extraction and the remaining aqueous TUD solution could be reused several times without any discernible impact on its catalytic activity. This procedure offers several advantages over existing procedures, including high yields, operational simplicity, the use of a non‐toxic catalyst and solvent, short reaction time and minimum pollution of the environment, making it a useful and attractive process for the preparation of pyrano[4,3‐b]pyran derivatives.  相似文献   

8.
A one pot three‐component coupling reaction of phenylacetylene, aldehyde, and amine derivatives in the presence of Cu(II) Salen complex as an efficient heterogeneous catalyst under solvent‐free conditions is reported. The catalyst displayed high activity and afforded the corresponding propargylamines in good to excellent yields. This method provides a wide range of substrate applicability. The catalyst was reused several times without significant loss of its catalytic activity.  相似文献   

9.
A heteropolyacid efficiently catalyzed the cyclocondensation reaction of 2‐aminobenzamide and salicylamide with aldehydes and ketones to afford good yields of benzoxazine and quinazoline ring systems in an aqueous medium. The method gives clean reactions, has simple workup procedure, and uses environment friendly conditions.  相似文献   

10.
Silica‐bonded N‐propylpiperazine sodium n‐propionate(SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H‐benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4‐dihydropyrano[c]chromenes, 2‐amino‐4H‐pyrans, 1,4‐dihydropyrano[2,3‐c]pyrazoles, and 2‐amino‐4H‐benzo[e]‐chromenes via the condensation reaction of dimedone, ethyl acetoacetate, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5(4H)‐ one, and α‐naphthol, respectively, with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions.  相似文献   

11.
Rice husk, as a green and cheap reagent, can be used for the promotion of the synthesis of 12-aryl -8, 9,10,12-tetrahydrobenzo[α] xanthen-11-one derivatives (ATXOs) via three-component reaction of aldehydes, 2-naphthol and 5,5-dimethyl-1,3-cyclohexadione (dimedone) under solvent-free conditions. This catalyst can also be used for the preparation of quinoxaline derivatives in a mixture of H2O and CH3CN at 50 °C. The present methodology offers several advantages such as high yields, simple procedure, low cost, short reaction times, mild reaction conditions and use of a green, cheap and reusable catalyst.  相似文献   

12.
Two chiral copper(II) bis(oxazoline) complexes have been immobilized on silica via electrostatic interactions using a remarkably straightforward procedure. The immobilized catalysts were tested in a standard Diels-Alder reaction and gave surprising results. Where the immobilized Cu((S,S)-phenyl-box)(OTf)2 catalyst was used, the predominant enantiomer formed was the opposite of that produced using the same catalyst in a homogeneous reaction. This is a startling result given that the only difference is the electrostatic immobilization of the catalyst on amorphous silica. The activity of the catalyst in a hetero Diels-Alder reaction was also tested. This catalyst was also recycled, successfully maintaining a similar activity to the homogeneous analogue through a number of cycles.  相似文献   

13.
An facile and efficient protocol for the synthesis of 13-aryl-indeno[1,2-b]naphtha[1,2-e]pyran- 12(13H)- ones has been developed that proceeds via the one-pot three-component sequential reaction of an aromatic aldehyde with β-naphthol and 2H-indene-1,3-dione under solvent-free conditions in the presence of a poly(4-vinylpyridinium)hydrogen sulfate (P(4-VPH)HSO4) catalyst. The catalyst can be reused several times, making this procedure facile, practical, and sustainable. The simple experimental procedure, solvent-free reaction conditions, use of an inexpensive catalyst, short react time, and excellent yields are some of the major advantages of this methodology.  相似文献   

14.
An expedient procedure for the acylation of alcohols, phenols, and thiophenols using catalytic amount of Zn(OTf)2 is described. This procedure is highly suitable for industrial application due to use of less toxic metal as a part of catalyst, short reaction time at ambient temperature, without any racemization of chiral alcohols.  相似文献   

15.
Fe3O4 magnetic nanoparticles (MNPs) were obtained using a reduction–precipitation method. These MNPs were modified with cysteamine hydrochloride. This catalyst was characterized using a number of physicochemical measurements. The Fe3O4–cysteamine MNPs, as an efficient and heterogeneous catalyst, were successfully used for Knoevenagel condensation under mild conditions. The activity of this nanomagnetic catalyst in the Knoevenagel condensation of aromatic aldehydes and malononitrile is described. Easy preparation of the catalyst, easy work‐up procedure, excellent yields and short reaction times are some of the advantages.  相似文献   

16.
An efficient green protocol for the synthesis of 1-amidoalkyl-2-naphthols using a three-component, one-pot condensation reaction of 2-naphthol, aromatic aldehyde and amides in the presence of Al(HSO4)3 as heterogeneous catalyst under thermal solvent-free conditions has been described. The present procedure offers advantages such as shorter reaction times, simple work-up procedure, excellent yields, recovery and reusability of catalyst.  相似文献   

17.
《Comptes Rendus Chimie》2016,19(8):1003-1010
In this work, anatase-phase nano-titania was prepared by embedding in rice husk ash, and identified using a variety of techniques. The obtained nanocomposite (RHA/TiO2) was used as a green and inexpensive catalyst for the promotion of the acetylation of alcohols, phenols and amines with Ac2O at room temperature under solvent free conditions. The procedure gave the products in excellent yields during all reaction times. Also this catalyst can be reused for several times without loss of its catalytic activity.  相似文献   

18.
ZrOCl2·8H2O was found to be an efficient and recyclable catalyst for the reaction of aromatic aldehydes with dimedone to afford 1,8-dioxo-1,2,3,4,5,6,7,8-octahydroxanthenes under solvent-free conditions. Short reaction time, excellent yields and simple work-up are the advantages of this procedure. The interaction obtained from XRD studies was shown that the catalyst loses H2O during the reaction but it did not affect catalytic activity of the catalyst and the catalyst could be reused several times.  相似文献   

19.
In this article, the first use of silicotungstic acid (H4SiW12O40) as a catalyst for the synthesis of octahydroxanthene-1,8-diones by the reaction of 5,5-dimethylcyclohexane-1,3-dione (dimedone) with various aldehydes under thermal solvent-free conditions is described. The obtained results showed that the catalyst has a high catalytic activity, and the desired products were obtained in high yields. Moreover, the catalyst was found to be reusable, and a considerable catalytic activity still could be achieved after the fifth run. Easy work-up and avoidance of using harmful organic solvents are the other advantages of this simple procedure.  相似文献   

20.
The new catalyst silica-caffeine hydrogen sulfate [SiO2-caff.]HSO4 was conveniently prepared from commercially available 3-chloropropyltriethoxysilane via immobilization on silica followed by reaction with caffeine. The catalyst prepared was then characterized by the FT-IR spectroscopy, TGA, EDX, and SEM techniques. It was found that this heterogeneous catalyst was a highly efficient one for the synthesis of tetrahydrobenzo[b]pyrans in good-to-high yields, and could be recovered by a simple filtration of the reaction solution and reused for five consecutive runs. The attractive features of this method are simple procedure, clean reaction, easy work-up, use of a reusable catalyst, and performing a multi-component reaction.  相似文献   

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