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Using reaction of 2‐chloroethyl phenyl sulfide with 3‐aminopropyl functionalized mesoporous MCM‐41, applicable substrate was prepared for fixing Cu2+ NPs. The Cu(II)‐Et‐S@MCM‐41 was characterized by FT‐IR, CHNS, XRD, FE‐SEM, TEM, EDX, ICP‐AES, BET and TG analysis. This novel heterogeneous nanocatalyst showed high catalytic performance and reusability for S‐arylation of aryl bromides and chlorides using thiourea, benzyl bromide and K2CO3 at 100°C in aqueous medium.

Herein, a highly efficient method for the copper-and solvent-free coupling reaction of acyl chlorides and terminal alkynes catalyzed by 1-phenyl-1,2-propanedione-2-oxime thiosemicarbazone-functionalized polystyrene resin-supported Pd(0) complex is described. Acyl chlorides are easily coupled with terminal alkynes, giving good to high yields in the presence of a low catalyst loading (1 mol% Pd) in Et 3 N at room temperature under aerobic conditions. After centrifugation, the supported catalyst can be recycled and reused several times with only a slight decrease in activity.The synthesis of ynones has attracted considerable interest because of their appearance in a wide variety of biologically active molecules 1 and their utility as synthetic intermediates, particularly for the synthesis of natural products 2 and pharmaceutical molecules. 3 A common route to ynones involves the acylation of alkynyl organometallic reagents based on silver, 4 copper, 5 lithium, 6 zinc, 7 silicon, 8 and tin 9 with acid chlorides. The coupling reaction of acyl chlorides and terminal alkynes catalyzed by palladium catalysts has received much attention of late. This reaction can be achieved under mild conditions with a wide range of functional groups on alkynes and enhanced chemoselectivity. 10In spite of the synthetic elegance of the construction of synthetically useful ynones, these palladium-catalyzed reactions are usually carried out in a homogeneous phase, which makes the catalysts difficult to recover and reuse in subsequent reactions.The use of heterogeneous catalysts for the synthesis of ynones has paid much attention to reducing waste, thus working toward an environmentally benign chemical process. Likhar and co-workers have reported that acyl chlorides could be coupled with terminal alkynes in the presence of 1 mol% of Pd/C under refluxing toluene, and the catalyst could be reused for five cycles with a 15% leaching of Pd. 11 Recently, Chen et al. 12 have described the synthesis of ynones by coupling acyl chlorides with terminal alkynes catalyzed by a nanosized MCM-41 anchored palladium bipyridyl complex in the presence of Ph 3 P and CuI at 50°C in Et 3 N as solvent.Very recently, we have reported the synthesis of the polystyrene-supported bidentate phosphine palladium(0) complex [PS-dpp-Pd(0)] and found that this complex is a highly active and recyclable catalyst for acylation of terminal alkynes with acid chlorides. 13 However, to the best of our knowledge, no Sonogashira coupling reaction of acyl chlorides with terminal alkynes catalyzed by polystyrene-supported palladium(0) complex has been reported.Our approach was guided by three imperatives: (1) the support should be easily accessible;(2) the reaction should be carried out using readily available and cheap reagents; and (3) the ligand anchored on the support should be air-stable at room temperature, which should allow its storage in normal bottles with unlimited shelf-life.In this paper, we wish to report the synthesis of the polystyrene-supported palladium(0) 1-pheny...

A simple and green method is described for the synthesis of thioether compounds in two and three component C–S coupling reactions.

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A new and powerful polyaniline-functionalized carbon nanotube-supported copper(II) nanoparticle catalyst was successfully prepared and evaluated as a heterogeneous catalyst for the one-pot synthesis of unsymmetric thioethers by coupling of aryl, alkyl and benzyl halides using potassium ethyl xanthogenate as source of sulfur in water. All of these reactions gave the desired products in good to excellent yields. The catalyst is available, air-stable and can be reused several times without significant loss in its catalytic activity.

An inexpensive, efficient and environmentally friendly copper(II) catalyst supported on polystyrene was successfully synthesized and used as a heterogeneous catalyst for S‐arylation of potassium thiocyanate by aryl halides. Also this catalyst could be recovered and reused several times without any noticeable decrease in its catalytic activity. Copyright © 2016 John Wiley & Sons, Ltd.