Synthesis of α-Arylated Esters from Aryl Halides

An operationally simple and inexpensive catalyst system was developed for the cross coupling of aryl iodides and bromides with ethyl acetoacetate by using CuI as catalyst and Nmethyl glycine as ligand. The reaction represents a novel Cu-catalyzed C-C cross coupling reaction. This procedure is applicable to the preparation of pharmaceutically important α- arylalkanoic acids.

An Efficient Synthesis of Diaryl Ethers by Coupling Aryl Halides with Substituted Phenoxytrimethylsilane in the Presence of TBAF

A general synthesis of diaryl ethers via coupling of aryl halides with substituted phenoxytrimethylsilane in the presence of TBAF is described. The protocol is simple and mild, and gives good to excellent yields.

Dehalogenation of Aryl Halides Catalyzed by MontK10 Immobilized PVP-Pd-Sn Catalyst in Aqueous System

A series of PVP-Pd-Sn/MontK10 catalysts were prepared by immobilization of PVP[poly(N-vinyl-2-pyrrolidone)] supported bimetallic catalyst using MontK10 as carrier. This catalyst has good catalytic activity for hydrogen transfer dehalogenation of aryl halides. The catalytic reaction was carried out in aqueous system in the presence of phase transfer catalyst and sodium formate as hydrogen source. The catalyst with loading Pd 0.19wt% and molar ratio of Pd/Dn 8:1 gives the highest activity and good stability. This catalyst is more reducible with NaBH4. It is also found that the catalyst is easily separated from the reaction system.

PHOTOINDUCED S_(RN)1 REACTIONS OF ARYL HALIDES WITH CARBAZOLYL NITROGEN ANION

The photoinduced reactions of aryl halides with carbazolyl nitrogen anion,in dimethyl sulfoxide,yield the corresponding N-arylated products.These reactions are suggested in terms of the S;Nl mechaism of nucleophilic substitution.

A facile approach to asymmetrical biaryls via coupling reaction of aryl halides with sodium tetraphenylborate catalyzed by MCM-41-supported sulfur palladium(0) complex

Various functionalized asymmetrical biaryls can be synthesized in high to excellent yields via coupling reaction of aryl iodides or bromides with NaBPh4 catalyzed by MCM-41-supported sulfur palladium（0） complex. This palladium complex can be easily recovered and reused many times without loss of activity.

Dehalogenation of Aryl Halides Catalyzed by Montmorillonite Immobilized Bimetal Catalyst in Aqueous System

A novel bisupported bimetal catalyst PVP-PdCl2-FeSO4/Al-Mont-PEG600 was prepared by immobilization of PVP （poly （N-vinyl-2-pyrrolidone）） supported bimetallic catalyst using alumina pillared inartificial montmorillonite as the carrier. This catalyst has good dehalogenation activity and selectivity to aryl halides o-chlorotoluene in aqueous system in the presence of phase transfer catalyst （PEG） and sodium formate as hydrogen source. The catalyst also shows good reusability.

Copper-catalyzed N-arylation of 2-arylindoles with aryl halides

10 mol% Cul combined with the DMEDA ligand can efficiently catalyze the N-arylation of 2-arylindoles with aryl iodides and aryl bromides in good to excellent yields. The aryl halides bearing electron-rich or electron-deficient functional groups can be well tolerated under this mild reaction conditions.

Monodentate phosphorus-coordinated palladium(Ⅱ)complexes as new catalyst for Mizoroki-Heck reaction of aryl halides with electron-deficient olefins

Four novel palladium（（Ⅱ）） complexes coordinated by phosphorus atoms from both 3,5-disubstituted-1H- 1,2,4-diazaphospholes in monodentate fashion were developed as efficient catalyst for the Mizoroki- Heck reaction of aryl halides with electron-deficient olefins. The coupling reaction of awl halide bearig different functional groups with olefin derivatives took place and the corresponding products were isolated in good to excellent yields under optimal conditions. The procedure exhibits good functional group tolerance and wide substrate scope. This Mizoroki-Heck reaction was further achieved using Pd（OAc）2 and 3,5-di-isopropyl-1H-1,2,4-diazaphospholes as combined catalyst, which provide the convenient and alternative method in organic synthesis

Direct N-Arylation of Azaheterocycles with Aryl Halides under Ligand-free Condition

A simple and efficient C--N cross-coupling method of aryl halides with various heterocycles was reported, by using 10 tool% of CuI as catalyst and 1.2 equiv. Nail as base. Aryl iodides, aryl bromides and many substituted atyl chlorides could efficiently react with heterocycles, providing variety of N-arylated products in good to excellent yields. The ligand-free catalyst system was stable in air and could be readily reused.

Cu/Picolinamides-Catalyzed Coupling of (Hetero) aryl Halides with Secondary Phosphine Oxides and Phosphite

Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of(hetero)aryl halides with secondary phosphine oxides and phosphites.Only 3—5 mol%CuI and ligands were required to ensure coupling with a number of(hetero)aryl bromides and iodides to complete at 120 ℃ in 10—20 h.

Palladium-Catalyzed Suzuki-Miyaura Type Coupling Reaction of Aryl Halides with Triphenylborane-Pyridine

The Suzuki-Miyaura type coupling reaction of aryl halides with triphenylborane-pyridine was described. The reaction can be catalyzed by Pd（OAc）2 （5 mol%） in presence of Cs2CO3 at 50 ℃ or 80 ℃, and functionalized biaryls were obtained in good to excellent yields. This protocol is general and can tolerate a wide range of func- tional groups.

Green Recyclable CuO-CeO_(2)Nanocomposite Catalyzed Amination of Aryl Halides with Aqueous Ammonia in Water

CuO-CeO_(2)nanocomposite as a green recyclable catalyst,catalyzed amination of aryl halides with aqueous am-monia in water.This catalyst can be easily recovered by simple filtration and recycled up to 5 consecutive runs with consistent activity.The procedure provides some advantages such as simple work-up,clean procedure,relatively short reaction times and high yields of the products.

Facile and Economical Electrochemical Dehalogenative Deuteration of(Hetero)Aryl Halides

Deuterated compounds are valuable in synthetic,pharmaceutical,and analytical chemistry.The deuteration of halides is a widespread method for highly site-selective deuterium installation.However,the facile,efficient,and economical deuterium incorporation remains challenging.In this work,we introduced a practical deuteration of(hetero)aryl halides through an electrochemical reduction method.This transformation proceeded smoothly at room temperature without metal catalysts,external reductants,or toxic or dangerous reagents.Remarkably,low-cost and chemically equivalent D2O was the sole deuterium source in this reaction.Professional electrosynthesis equipment was not essential because we demonstrated common batteries and electrodes were enough for this reaction.

Suzuki Coupling Reaction Catalyzed by Cyclopalladated Complexes of Tertiary Arylamines in Ionic Liquid

Suzuki cross-coupling reaction of phenylboronic acid with aryl halides catalyzed by cyclopalladated complexes of tertiary arylamines immobilized in ionic liquid [Bmim]^＋BF4^- was reported. The catalytic system proved to be efficient and be reused at least 3 times without significant loss of activity.

Copper(Ⅰ)-catalyzed Synthesis of Aryl, Heteroaryl and Vinyl Sulfides in Aqueous Two-phase System

A fast and convenient C―S bond formation reaction was achieved catalyzed by CuI/L-proline in aqueous two-phase system providing a simple method for synthesis of aryl sulfides in good yields in short time.

Fe_(3)O_(4)-carbon spheres core–shell supported palladium nanoparticles:A robust and recyclable catalyst for suzuki coupling reaction

Suzuki-Miyaura(S-M)is regarded the most powerful way for synthesis biaryls,triaryls,or incorporating of substituted aryl moieties in organic preparation by the cross-coupling of aryl boronic acid with aryl halides using the Pd catalyst.This work reports the combining of the hydrothermal and microwaveassisted protocol to convert the glucose to magnetic carbon spheres(Fe_(3)O_(4)-CSPs)decorated with Pd nanoparticles(NPs)as the catalyst for Suzuki-Miyaura cross-coupling reactions.The physicochemical properties in the produced composite were examined using FESEM,HRTEM,nitrogen isotherms,Raman spectroscopy,FTIR,XPS,and XRD.The as-fabricated composite Pd/Fe_(3)O_(4)-CSPs is mostly spherical with a core–shell structure and possesses a great surface area of 253.2 m^(2).g^(-1).Its catalytic performance demonstrates that the composite has excellent stability and high tolerance Suzuki-Miyaura crosscoupling reactions in 30 min at 80℃.Both activated and deactivated aryl halides provided excellent yield.The as-fabricated catalyst was recycled for up to four catalytic cycles without a substantial decline in performance.Moreover,this research offers a facile roadmap for synthesizing Pd/Fe_(3)O_(4)-CSPs composites and promoting the practical implementation of Pd/Fe_(3)O_(4)-CSPs catalysts for organic transformation processes.

Leaching from Heterogeneous Heck Catalysts:A Computational Approach

The possibility of carrying out a purely heterogeneous Heck reaction in practice without Pd leaching has been previously considered by a number of research groups but no general consent has yet arrived. Here, the reaction was, for the first time, evaluated by a simple computational approach. Modelling experiments were performed on one of the initial catalytic steps: phenyl halides attachment on Pd (111) to (100) and (111) to (111) ridges of a Pd crystal. Three surface structures of resulting were identified as possible reactive intermediates. Following potential energy minimisation calculations based on a universal force field, the relative stabilities of these surface species were then determined. Results showed the most stable species to be one in which a Pd ridge atom is removed from the Pd crystal structure, suggesting Pd leaching induced by phenyl halides is energetically favourable.

A General and Efficient CuBr2-Catalyzed N-Arylation of Secondary Acyclic Amides

A general and efficient Cu（II）-catalyzed cross-coupling method is reported for the preparation of acyclic tertiary amides. Generally moderate to excellent yields and functional group tolerance were obtained with secondary acyclic amides and aryl halides as substrates in toluene.