Synthesis of diaryl thioethers from aryl halides and potassium thiocyanate

Abstract

An efficient palladium catalyst was synthesized using nicotine, benzyl chloride and palladium chloride. The structure of this catalyst was characterized and it was then used for the synthesis of diaryl sufides. A variety of diaryl thioethers were synthesized under relatively mild reaction conditions. This protocol avoids foul‐smelling thiols via cross‐coupling of aryl halides with potassium thiocyanate and all substrates give the corresponding products in good to excellent yields in the presence of low amounts of the catalyst. Copyright © 2014 John Wiley & Sons, Ltd.

Pd nanoparticles immobilized on magnetic chitosan as a novel reusable catalyst for green Heck and Suzuki cross‐coupling reaction: In water at room temperature

“…[1,2] The use of this solvent alone has fundamental merit in that water is inexpensive, nontoxic, and safe. Existing approaches in water without any co-solvents require considerable heating [3,4] and there are few examples of transition-metal-based cross-coupling reactions which run in pure water at room temperature involving water-insoluble substrates. Herein, we describe the use of novel catalytic system that allow, for the first time, Heck and Suzuki cross-couplings to be run at room temperature and in green solvent.…”

“…In continuous of our interest in developing of preparation various heterogonous catalyst and studying their applications in cross coupling reaction, [49][50][51][52][53][54][55][56] now the work on the synthesis and characterization of chitosansupported palladium complexes and its catalytic behavior in Heck and Suzuki cross coupling reactions was presented.…”

Copper nanoparticles supported on 2‐methoxy‐1‐phenylethanone‐functionalized MCM‐41: An efficient and recyclable catalyst for one‐pot three‐component C–S coupling reaction of aryl halides with benzyl bromide and thiourea

“…To remove thiols, the use of odorless sulfur surrogates or thiol equivalents, such as 1,3‐oxathiolanes, thioacetamide, potassium thiocyanate, dialkyl disulfides and thiourea, have been reported as efficient materials for synthesis of diaryl thioethers and aryl benzyl thioethers.…”

Cobalt‐Catalyzed Three‐Component Synthesis of Propargylamine Derivatives and Sonogashira Reaction: A Comparative Study between Co‐NPs and Co‐NHC@MWCNTs

“…With increasingly important consideration to development of environmentally friendly synthetic methods, N heterocyclic carbene (NHC) cobalt complexes have been developed by immobilizing on solid supports. In continuation of our recent investigations on the application of heterogeneous catalytic systems in cross-coupling reactions; [43][44][45][46][47][48][49][50] herein, NHC-Co(ΙΙ) complex supported on MWCNTs (Co-NHC@MWCNT) was prepared and its catalytic activity was investigated in three components coupling of aldehydes, alkynes, and amines and Sonogashira cross coupling reaction.…”