103-26-4Relevant articles and documents
Palladium nanoparticles on β-cyclodextrin functionalised graphene nanosheets: A supramolecular based heterogeneous catalyst for C-C coupling reactions under green reaction conditions
Putta, Chandrababu,Sharavath, Vittal,Sarkar, Suprabhat,Ghosh, Sutapa
, p. 6652 - 6660 (2015)
The use of functional properties of native cyclodextrins in palladium nanoparticle-β-cyclodextrin-graphene nanosheet (Pd@CD-GNS) catalyzed carbon-carbon (C-C) coupling reactions have been investigated under green reaction conditions. The supramolecular catalyst was prepared by deposition of Pd nanoparticles (Pd NPs) on CD-GNS using ethanol as the greener solvent and in situ reducing agent. The catalyst was characterised by FTIR, XRD, RAMAN, UV-Vis spectroscopy, TEM, SAED, XPS and ICP-AES. The catalytic activity of these catalysts is investigated in C-C coupling reactions such as Suzuki-Miyaura and Heck-Mizoroki reactions of aryl bromides and aryl chlorides containing functional groups under green reaction conditions i.e. in water, under phosphine free and aerobic conditions. This catalyst afforded excellent selectivities for the products in good to excellent yields under low Pd loadings (0.2-0.05 mol%), while ensuring the recovery and reusability of the catalysts. The reused catalyst was characterized by FTIR, TEM, XPS and ICP-AES. The CD supramolecular mediators loaded on GNS act as stabilising agents for the Pd NPs. The excellent catalytic activity of this system was attributed to the presence of CDs, excellent dispersibility in water, hydrophobic nature of the GNS support for the accumulation of organic substrates in water, "Breslow effect", the presence of PTC to overcome the mass transfer limitation onto the surface of GNS and formation of ternary CD/substrate/additive complexes on the Pd-GNS surface.
Chalcone and cinnamate synthesis via one-pot enol silane formation-Mukaiyama aldol reactions of ketones and acetate esters
Downey, C. Wade,Glist, Hadleigh M.,Takashima, Anna,Bottum, Samuel R.,Dixon, Grant J.
, p. 3080 - 3083 (2018)
Aryl alkyl ketones, acetate esters, and acetamides undergo facile one-pot enol silane formation, Mukaiyama aldol addition, and dehydrosilyloxylation in the presence of an amine base and excess trimethylsilyl trifluoromethanesulfonate. The chalcone and cinnamate products are generally recovered in high yield. The relative stoichiometry of the trimethylsilyl trifluoromethanesulfonate and amine base reagents determines whether the reaction yields the β-silyloxy carbonyl product or the α,β-unsaturated carbonyl.
Simultaneous immobilization of a matrix containing palladium and phase transfer catalyst on silica nanoparticles: Application as a recoverable catalyst for the Heck reaction in neat water
Hajipour, Abdol R.,Azizi, Ghobad
, p. 20704 - 20708 (2014)
Simultaneous covalent anchoring of a phosphonium-palladium complex/phase transfer catalyst matrix on the surface of silica nanoparticles and the application of the resulting catalyst in the Heck reaction of a variety of different haloarenes in neat aqueous media is described. This journal is the Partner Organisations 2014.
Highly active Pd(II) cyclometallated imine catalysts for the Heck reaction
Ohff, Manuela,Ohff, Andreas,Milstein, David
, p. 357 - 358 (1999)
The new cyclopalladated, phosphine-free imine complexes 1-3 are exceptional catalysts for the Heck arylation, leading to more than a million turnovers in some cases; the catalysts are very thermally and air stable and are recovered unchanged after the catalysis.
Magnetic dendritic polymer nanocomposites as supports for palladium: A highly efficient and reusable catalyst for Mizoroki-Heck and Suzuki-Miyaura coupling reactions
Ma, Rong,Yang, Pengbo,Bian, Fengling
, p. 4748 - 4756 (2018)
A novel catalyst Fe3O4@SiO2-Dendrimer-Pd based on palladium immobilized on magnetic dendritic polymer nanocomposites was successfully synthesized and characterized by FT-IR, EA, XRD, TEM, EDX, VSM and XPS. This nanocatalyst showed excellent catalytic activity for solvent-free Mizoroki-Heck reaction and Suzuki-Miyaura reaction in EtOH/H2O at a palladium loading of only 0.009 mol%. Moreover, the Fe3O4@SiO2-Dendrimer-Pd catalyst could be conveniently recovered by an external magnet and used consecutively five times with excellent yields. The remarkable catalytic performances and convenient magnetic separability of the Fe3O4@SiO2-Dendrimer-Pd catalyst make it promising for practical application.
Sulfilimine palladacycles: Stable and efficient catalysts for carbon-carbon coupling reactions
Thakur, Vinay V.,Ramesh Kumar,Sudalai
, p. 2915 - 2918 (2004)
A new family of sulfilimine-based palladacycles (1-4) has been synthesized in high yields from easily accessible starting materials and is found to exhibit high catalytic activities for carbon-carbon bond-formation in Suzuki, Heck, Sonogashira and Ullmann-type reactions, affording coupled products in excellent yields.
Cellulose supported Pd(II) complex catalyzed carbon-carbon bonds formation
Sarkar, Shaheen M.,Rashid,Karim, Kaykobad Md. Rezaul,Mustapha, Siti Noor Hidayah,Lian, Yuen Mei,Zamri, Normaiza,Khan, Md. Maksudur Rahman,O'Reilly, Emmet J.,Rahman, Md. Lutfor
, p. 2856 - 2861 (2019)
Corn-cobs are an agro-industrial waste and composed of cellulose mostly. In this study cellulose was isolated from the waste corn-cobs and modified to polymeric hydroxamic acid palladium complex 1 and characterized by using a variety of spectroscopic methods such as field emission scanning electron microscopy (FE-SEM), energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM), X-ray powder diffraction (XRD), X-ray photoelectron spectroscopy (XPS) and inductively coupled plasma atomic emission spectroscopy (ICP-AES). The complex 1 exhibited high catalytic activity towards Suzuki and Heck coupling reactions of activated and deactivated aryl halides to give the respective coupling products with high yield. Moreover, the complex 1 was recovered and recycled five times with no considerable loss of catalytic overall performance.
Catalysis of the Heck-type reaction of alkenes with arylboronic acids by silica-supported rhodium: An efficient phosphine-free reusable catalytic protocol
Trivedi, Rajiv,Roy, Sarabindu,Roy, Moumita,Sreedhar,Kantam, M. Lakshmi
, p. 1575 - 1578 (2007)
A 3-aminopropyl-functionalized silica-supported rhodium(0) catalyst (SiO2-Rh0) was prepared and employed in the Heck-type coupling of arylboronic acids and alkenes, affording good-to-excellent yields of substituted alkenes; the catalyst was recovered by filtration and reused for several cycles. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
A convenient synthesis of 2-(6-methoxy-2-naphthyl)propenoic acid (a naproxen precursor)
Scrivanti,Matteoli
, p. 9015 - 9018 (1995)
The title compound has been synthesised via the quantitative hydrocabonylation of the corresponding 1-alkyne in the presence of a palladium catalyst. The reaction proceeds at best under 30 bar of CO, but for the purposes of a laboratory scale synthesis it can be carried out successfully even at atmospheric pressure.
PALLADIUM-CATALYZED OXIDATIVE COUPLING OF AROMATIC COMPOUNDS WITH OLEFINS USING t-BUTYL PERBENZOATE AS A HYDROGEN ACCEPTER
Tsuji, Jiro,Nagashima, Hideo
, p. 2699 - 2702 (1984)
Benzene and furans undergo oxidative coupling with olefins with an aid of t-butyl perbenzoate and a catalytic amount of Pd salts.The perbenzoate acts as a hydrogen accepter.In the absence of olefins, Pd catalyzed benzoxylation of aromatic compounds takes place.
Palladium-catalyzed Mizoroki-Heck-type reactions of [Ph2SRfn][OTf] with alkenes at room temperature
Wang, Shi-Meng,Song, Hai-Xia,Wang, Xiao-Yan,Liu, Nan,Qin, Hua-Li,Zhang, Cheng-Pan
, p. 11893 - 11896 (2016)
The first Pd-catalyzed Mizoroki-Heck-type reaction of [Ph2SRfn][OTf] with alkenes is described. The reaction of [Ph2SRfn][OTf] (Rfn = CF3, CH2CF3) with alkenes in the presence of 10 mol% Pd[P(t-Bu)3]2 and TsOH at room temperature provided the corresponding phenylation products in good to high yields. The bases that benefit the traditional Mizoroki-Heck reactions severely inhibited the transformation with [Ph2SRfn][OTf], whereas acids significantly improved the reaction. This protocol supplies a new class of cross-coupling partners for Mizoroki-Heck-type reactions and gains important insights into the reactivity of phenylsulfonium salts either with or without fluorine-containing alkyl groups as the promising phenylation reagents in organic synthesis.
A click strategy for the immobilization of palladium nanoparticles onto silica: Efficient and recyclable catalysts for carbon-carbon bond formation under mild reaction conditions
Hajipour, Abdol R.,Abolfathi, Parisa,Mohammadsaleh, Fatemeh
, p. 78080 - 78089 (2016)
An interesting silica-supported nano-palladium catalyst was successfully prepared through "click" reaction of azide-functionalized silica with methylpropargylimidazolium bromide followed by immobilization of palladium nanoparticles (NPs), in which the click-triazole as an important functional entity acts as both a stable linker and a good chelator. The palladium-NPs are stabilized by synergistic effect of coordination and electrostatic interactions. The as-prepared nanocatalyst was well characterized and found to be highly efficient in Heck and Suzuki-Miyaura coupling in terms of activity and recyclability in aqueous ethanol under phosphine-free and low Pd loading (0.1 mol%) conditions.
In-situ-generated palladium nanoparticles in novel ionic liquid: an efficient catalytic system for Heck–Matsuda coupling
Gaikwad,Undale,Patil,Pore,Korade,Kamble
, p. 4445 - 4458 (2017)
Abstract: A green, convenient, ecological and recyclable method comprising dual functionalized, task-specific, ionic liquid (IL)-triggered, in situ-generated Pd nanoparticles (NPs) and their catalytic application for Heck–Matsuda coupling of olefins is described. Both arenediazonium tetrafluoroborate and silica sulphate salts are coupled with olefins under ligand-free and aerobic conditions at ambient temperature furnishing excellent yields of products. The Ionic liquid used acts as a reducing as well as stabilizing agent for in situ-generated Pd NPs. The formed NPs were characterized by transmission electron microscopy (TEM) analysis, having a size below 50?nm, and exhibited high catalytic activity. The catalytic system can be reused for eight times effectively without any significant loss of activity. The method was found to be highly stereo-specific, giving exclusively the ‘E’ isomer.
Sodium 2-(2-pyridin-3-ylethylamino)sulfonate: an efficient ligand and base for palladium-catalyzed Heck reaction in aqueous media
Pawar, Shivaji S.,Dekhane, Deepak V.,Shingare, Murlidhar S.,Thore, Shivaji N.
, p. 4252 - 4255 (2008)
The first successful Pd(OAc)2, N-donor ligand and base mediated Heck coupling reaction of aryl halides and alkenes in water is described. The corresponding Heck products were obtained in good to excellent yields.
A dithizone-functionalized polystyrene resin-supported Pd(II) complex as an effective catalyst for Suzuki, Heck, and copper-free Sonogashira reactions under aerobic conditions in water
Bakherad, Mohammad,Jajarmi, Saeideh
, p. 152 - 159 (2013)
A novel polystyrene-supported palladium(II) dithizone complex is found to be a highly active catalyst for the Suzuki, Heck, and Sonogashira reactions of aryl halides in water. By this protocol, aryl halides, coupled with phenyl boronic acid (Suzuki reaction), alkenes (Heck reaction) or terminal alkyne (Sonogashira reaction), smoothly affords the corresponding cross-coupling products in good to excellent yields. Furthermore, the catalyst shows good thermal stability and recyclability. The catalyst was recycled for the Suzuki, Heck, and Sonogashira reactions for five runs without appreciable loss of its catalytic activity and negligible metal leaching.
Methoxylation of Acyl Fluorides with Tris(2,4,6-trimethoxyphenyl)phosphine via C-OMe Bond Cleavage under Metal-Free Conditions
Ishida, Takumi,Nishihara, Yasushi,Wang, Xiu,Wang, Zhenhua
, p. 7526 - 7533 (2020)
Acyl fluorides are subjected to methoxylation with tris(2,4,6-trimethoxyphenyl)phosphine (TMPP) to afford the corresponding methyl esters in good to excellent yields. This transformation is featured by C(sp2)-OMe bond cleavage under metal-free conditions. Unprecedented utilization of TMPP as a methoxylating agent realized the installation of an OMe group into the desired products.
Fluorapatite-supported palladium catalyst for Suzuki and Heck coupling reactions of haloarenes
Kantam, M. Lakshmi,Kumar, K. B. Shiva,Srinivas,Sreedhar
, p. 1141 - 1149 (2007)
A fluorapatite-supported palladium catalyst (PdFAP) was synthesized by treatment of fluorapatite (prepared by incorporating the basic species fluoride ion into apatite in situ by co-precipitation) with bis(benzonitrile) palladium(II) chloride in acetone. The catalyst displayed high catalytic activity for Suzuki coupling of aryl iodides and bromides with boronic acids at room temperature and chloroarenes at 130°C in the presence of tetrabutylammonium bromide to give biaryls in excellent yields. Heck olefination of chloroarenes was also successfully carried out by this catalyst. PdFAP was recovered quantitatively by simple filtration and reused with consistent activity. PdFAP was well characterized by XRD, FTIR, XPS, ICP-AES, CO 2 TPD and CHN elemental analysis.
Pd complex of an NNN pincer ligand supported on γ-Fe2O3@SiO2 magnetic nanoparticles: A new catalyst for Heck, Suzuki and Sonogashira coupling reactions
Sobhani, Sara,Zeraatkar, Zohre,Zarifi, Farzaneh
, p. 7076 - 7085 (2015)
In this study, a Pd complex of bis(imino)pyridine as an NNN pincer ligand supported on γ-Fe2O3@SiO2 magnetic nanoparticles (Pd-BIP-γ-Fe2O3@SiO2) was synthesized and characterized by SEM, TEM, FT-IR, TGA, ICP, XRD, XPS, VSM and elemental analysis. The synthesized catalyst was used successfully as a new air- and moisture-stable phosphine-free Pd catalyst for Heck, Suzuki and Sonogashira coupling reactions of aryl iodides, bromides and chlorides with alkyl acrylates, styrene, phenylboronic acid and phenylacetylene. The true heterogeneous magnetically-recyclable catalyst can be separated easily using a magnetic bar and reused ten times without any drastic loss of its catalytic activity.
Arylation and Alkylation of Olefins by Arylamines or Hydrazines via Carbon-Nitrogen Bond Cleavage in the Presence of Palladium(II) Salts
Akiyama, Fumitaka,Miyazaki, Hiroshi,Kaneda, Kiyotomi,Teranishi, Shiichiro,Fujiwara, Yuzo,et al.
, p. 2359 - 2361 (1980)
Arylamines (ArNH2) have been found to function as arylating agents by way of C-N bond cleavage to give aryl-substituted olefins when treated with palladium salts and acetic acid.The reactivity of various amines and olefins has been investigated.Hydrazines such as phenylhydrazine and methylhydrazine are also able to act as arylating and alkylating agents, respectively.The addition of tert-butyl nitrite greatly increases the yields.
Palladium-catalysed cross-coupling reactions in supercritical carbon dioxide
Early,Gordon,Carroll,Holmes,Shute,McConvey
, p. 1966 - 1967 (2001)
Heck and Suzuki reactions proceed in good yield in supercritical carbon dioxide in the presence of palladium acetate and tri-tert-butylphosphine with both free and polymer-tethered substrates.
Manganese phthalocyanine immobilized on silica gel: Efficient and recyclable catalyst for single-step oxidative esterification of aldehydes with alcohols
Sharma,Gulati, Shikha
, p. 291 - 303 (2012)
The functionalization of silica gel was carried out using 3-aminopropyltriethoxysilane as a reactive surface modifier followed by covalent grafting of novel tetrakis-(2-methoxy-4-formylphenoxy)phthalocyaninato manganese(III) acetate complex. The resulting inorganic-organic hybrid material was found to be a highly selective and recyclable catalyst for the single-step synthesis of esters. The catalyst was characterized by elemental analysis (CHN), diffuse reflectance UV-visible, 13C CPMAS and 29Si CPMAS NMR spectroscopy, X-ray diffraction (XRD), scanning electron microscopy (SEM), BET surface area analysis, energy dispersive X-ray fluorescence (ED-XRF), Fourier-transform infrared (FT-IR) and atomic absorption spectroscopy (AAS) techniques, which demonstrates the covalent grafting of the complex onto functionalized silica gel. The catalytic performance of the novel inorganic-organic hybrid catalyst was evaluated in the direct oxidative esterification of aldehydes with alcohols, at ambient temperature, using hydrogen peroxide as an environment friendly oxidant. The hybrid catalyst presented up to 100% of substrate conversion with high turn-over numbers (TONs), up to 100% of selectivity toward the ester product, and can be recovered and reused for multiple cycles without appreciable loss in its catalytic activity.
Poly(hydroxamic acid) palladium catalyst for heck reactions and its application in the synthesis of Ozagrel
Sarkar, Shaheen M.,Rahman, Md. Lutfor,Chong, Kwok Feng,Yusoff, Mashitah Mohd
, p. 103 - 110 (2017)
Bio-waste corn-cob cellulose supported poly(hydroxamic acid) palladium complex was synthesized and it is characterized using some different techniques such as FTIR, FESEM, HRTEM, EDX, XPS, UV–vis, TGA and ICP-AES analyses. The cellulose supported heterogeneous palladium complex showed high stability and catalytic activity toward Mizoroki-Heck reaction of aryl/heteroaryl halides and arenediazonium tetrafluoroborate with a variety of olefins to give the corresponding coupling products in up to 97% yield. The palladium complex was also applied to the synthesis of Ozagrel a thromboxane A2-synthetase inhibitor with excellent yield. The complex was separated from the reaction mixture by simple filtration and repeatedly used up to seven times without significant loss of its catalytic performance.
Thiophene Methanimine–Palladium Schiff Base Complex Anchored on Magnetic Nanoparticles: A Novel, Highly Efficient and Recoverable Nanocatalyst for Cross-Coupling Reactions in Mild and Aqueous Media: Γ-Fe2O3/AEPH2-TC-Pd Catalyzed Suzuki–Miyaura and Heck–Mizoroki Reactions
Jahanshahi, Roya,Akhlaghinia, Batool
, p. 2640 - 2655 (2017)
Abstract: In this study, a novel thiophene methanimine–palladium Schiff base complex anchored on decorated γ-Fe2O3 with 2-aminoethyl dihydrogen phosphate (γ-Fe2O3/AEPH2-TC-Pd) was synthesized as a new magnetically separable nanocatalyst. Characterization of the new designed nanocatalyst was performed successfully using different techniques such as FT-IR, XRD, XPS, TEM, TGA, VSM, ICP and elemental analysis. This nanocatalyst presented a superb catalytic activity for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions. The most important features of the prepared catalytic system which makes the current protocol more beneficial from both industrial and environmental viewpoints are its ease of recovery and reusability up to nine cycles without appreciable loss of the catalytic performance, as well as accomplishing the reactions under mild conditions in aqueous media which is a great challenge in some cross-coupling reactions. Graphical Abstract: [Figure not available: see fulltext.].
Aminophosphine Palladium(0) Complex Supported on ZrO2 Nanoparticles (ZrO2@AEPH2-PPh2-Pd(0)) as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura and Heck–Mizoroki Reactions in Green Media
Razavi, Nasrin,Akhlaghinia, Batool,Jahanshahi, Roya
, p. 360 - 373 (2017)
Abstract: A new aminophosphine palladium(0) complex supported on ZrO2nanoparticles (ZrO2@AEPH2-PPh2-Pd(0)) was successfully synthesized and characterized using FT-IR, XRD, XPS, SEM, TEM, EDS, TGA and ICP techniques. Characterization results revealed that the synthesized catalyst had tetragonal and monoclinic structure with spherical morphology. The prepared nanocatalyst was showed excellent reactivity in the Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions. Moreover, this nanocatalyst can be easily recovered and reused for at least six cycles without deterioration in catalytic activity. Graphical Abstract: [Figure not available: see fulltext.]
Synthesis and crystal structures of a series of (μ-thiophenolato)(μ-pyrazolato-N,N′) double bridged dipalladium(II) complexes and their application in Mizoroki-Heck reaction as highly efficient catalysts
Khadir, Narjes,Tavakoli, Ghazal,Assoud, Abdeljalil,Bagherzadeh, Mojtaba,Boghaei, Davar M.
, p. 107 - 117 (2016)
Three new binucleating S-protected ligand precursors, 2-(N,N-dimethylthiocarbamato)-5-methylisophthalaldehyde di-2′-hydroxy 5′-methylanil (1b), 2-(N,N-dimethylthiocarbamato)-5-tert-butylisophthalaldehyde di-2′-hydroxyanil (2a) and 2-(N,N-dimethylthiocarbamato)-5-tert-butylisophthalaldehyde di-2′-hydroxy 5′-methylanil (2b), have been synthesized. The reaction of these ligand precursors with PdCl2 in the presence of pyrazole under Pd-mediated S-C cleavage yielded a series of binuclear palladium(II) complexes of general formula [LPd2(pz)], where pz is the exogenous bridging pyrazolyl ligand and L3- represents a series of pentadentate thiophenol-based bridging ligands originated from their corresponding ligand precursors. All the compounds were characterized by elemental analysis, IR, 1H NMR and UV-Vis spectroscopies. The binuclear μ-thiophenolato-μ-pyrazolato palladium(II) complexes have also been characterized by single crystal X-ray diffraction analysis. Crystal structure analyses of the complexes show that two PdII centers are located in distorted square-planar environments, arranged in binuclear units with PdPd distance of 3.57 ?. The catalytic activity of these new binuclear palladium complexes was studied in Mizoroki-Heck C-C coupling reaction of methyl- and n-butyl acrylate with various types of aryl iodides and bromides. All reactions were completed for very short times with very excellent yield. Reactions were stereoselective and only trans isomers were obtained in each case.
Visible-Light-Driven Isocyanide Insertion to o-Alkenylanilines: A Route to Isoindolinone Synthesis
Dahiya, Anjali,Das, Bubul,Patel, Bhisma K.,Sahoo, Ashish Kumar
, (2022/02/07)
A visible-light-mediated intermolecular radical insertion of isocyanides to electron-deficient o-alkenylanilines leading to isoindolinone is reported. Deuterium (D2O) and H2O18 labelling experiments suggest H and O incorporation in the product. The formation of an N-centered radical (NCR) via stepwise PT/ET process was confirmed by radical trapping experiments, photoluminescence, cyclic voltammetry and DFT studies. This photo cascade methodology is overall a redox neutral process featuring metal-free condition and broad substrate scope (32 examples). The synthesis of analogue of GABA receptor antagonist shows the practical utility of this method. (Figure presented.).
Synthesis of α-diazoesters from α-hydrazonoesters: Utilization of α-hydrazonoesters and α-diazoesters for convenient interconversion
Yasui, Eiko,Ishimine, Kanako,Nitanai, Sohta,Hatakeyama, Nanami,Nagumo, Shinji
, (2022/04/07)
We have developed a novel method to synthesize α-diazoesters from α-hydrazonoesters with a catalytic amount of Cu(OAc)2 in acetonitrile. When the reaction was carried out under an argon atmosphere, the reaction stopped halfway, suggesting that this reaction required oxygen to reoxidize the catalyst. Since hydrazonoesters can be obtained by reduction of α-diazoesters with P(n-Bu)3 in diisopropyl ether, these 2 compounds are mutually interconvertible with ease. Whereas α-diazoesters are unstable and unsuitable for storage, hydrazonoesters are more stable, especially crystalline hydrazonoesters. Thus, hydrazonoesters, which are suitable for long-term storage, could be conveniently used as precursors for α-diazoesters.
Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide
Ojha, Subhadra,Panda, Niranjan
supporting information, p. 1292 - 1298 (2022/02/19)
A novel Pd-catalyzed protocol for the desulfitative Heck-type reaction of N-methoxy aryl sulfonamides with alkenes was reported. The cross-coupling reaction was performed successfully with a variety of olefins to obtain aryl alkenes. Different substituents on the aromatic ring of N-methoxysulfonamides were also found to be compatible with the reaction conditions. Expectedly, the reaction proceeds through CuCl2-promoted generation of the nitrogen radical and subsequent desulfonylation under thermal conditions to afford the aryl radical for the Pd-catalyzed coupling reaction. N-Methoxysulfonamide was further exploited for the synthesis of symmetrical biaryls in the presence of CuCl2. This journal is