Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides

[1]  Murat Yiğit,et al.  Synthesis of novel palladium(II) N-heterocyclic carbene complexes and their catalytic activities in the direct C5 arylation reactions , 2016 .

[2]  Jean‐François Soulé,et al.  Regiocontroled Pd-catalysed C5-arylation of 3-substituted thiophene derivatives using a bromo-substituent as blocking group , 2016, Beilstein journal of organic chemistry.

[3]  Zhuofeng Ke,et al.  Sterically Encumbered Tetraarylimidazolium Carbene Pd-PEPPSI Complexes: Highly Efficient Direct Arylation of Imidazoles with Aryl Bromides under Aerobic Conditions , 2016 .

[4]  Murat Yiğit,et al.  Synthesis of silver(I) and palladium(II) N-heterocyclic carbene complexes and their use as catalysts for the direct C5 arylation of heteroaromatic compounds , 2016, Transition Metal Chemistry.

[5]  Jean‐François Soulé,et al.  Regioselectivity in palladium-catalysed direct arylation of 5-membered ring heteroaromatics , 2016 .

[6]  Xinhai Zhu,et al.  Direct Arylation of Pyrroles via Indirect Electroreductive C-H Functionalization Using Perylene Bisimide as an Electron-Transfer Mediator. , 2016, Organic letters.

[7]  Veysel Kayser,et al.  N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd–NHC complexes: synthesis, characterization and catalytic activity in carbon–carbon bond-forming reactions , 2016, Beilstein journal of organic chemistry.

[8]  Jean‐Cyrille Hierso,et al.  Palladium–Polypyrrole Nanocomposites Pd@PPy for Direct C–H Functionalization of Pyrroles and Imidazoles with Bromoarenes , 2016, Synlett.

[9]  Liang Wang,et al.  Highly Efficient Synthesis of Arylpyrrole Derivatives via Rh(III)‐Catalyzed Direct CH Arylation with Aryl Boronic Acids , 2015 .

[10]  Pedro T. Gomes,et al.  Synthesis of 2-arylpyrroles via catalytic dehydrogenation of 2-aryl-1-pyrrolines in the presence of palladium-supported on alumina , 2015 .

[11]  I. Özdemir,et al.  Palladium Complexes with Tetrahydropyrimidin-2-ylidene Ligands: Catalytic Activity for the Direct Arylation of Furan, Thiophene, and Thiazole Derivatives , 2015 .

[12]  Y. Chung,et al.  Phosphine-free palladium-catalyzed direct bisarylation of pyrroles with aryl iodides on water. , 2015, The Journal of organic chemistry.

[13]  I. Gresits,et al.  An efficient heterogeneous catalytic method for the N-arylation of pyrrole and other N-heterocycles , 2015, Catalysis Letters.

[14]  Yetkin Gök,et al.  Dichlorido(3-chloropyridine-N)[1,3-dialkylbenzimidazol-2-ylidene]palladium(II) complexes: Synthesis, characterization and catalytic activity in the arylation reaction , 2015 .

[15]  D. Gryko,et al.  χ-Shaped bis(areno)-1,4-dihydropyrrolo[3,2-b]pyrroles generated by oxidative aromatic coupling. , 2015, The Journal of organic chemistry.

[16]  Quan Zhou,et al.  N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed Direct C-H Bond Arylation of Benzo[b]furans with Aryl Chlorides. , 2014, The Journal of organic chemistry.

[17]  Lei Zhang,et al.  A general approach to arylated furans, pyrroles, and thiophenes , 2014 .

[18]  Richard M. Maceiczyk,et al.  β-Selective C-H arylation of pyrroles leading to concise syntheses of lamellarins C and I. , 2014, Journal of the American Chemical Society.

[19]  G. Parameshwarappa,et al.  Synthesis of N-functionalized/NH-multisubstituted indoles, thienopyrroles, pyrroloindoles, and pyrazolopyrroles via sequential one-pot base-mediated and copper-catalyzed inter- and intramolecular amination of 2-[2-bromo(het)aryl]-3-(het)aryl-3-(methylthio)acrylonitriles. , 2014, The Journal of organic chemistry.

[20]  H. Huynh,et al.  Dinuclear Triazole-Derived Janus-Type N-Heterocyclic Carbene Complexes of Palladium: Syntheses, Isomerizations, and Catalytic Studies toward Direct C5-Arylation of Imidazoles , 2014 .

[21]  Yijin Xu,et al.  Palladium-Catalysed Regioselective Sequential C-5 and C-2 Direct Arylations of 3-Acetylpyrroles with Aryl Bromides , 2013 .

[22]  Murat Yiğit,et al.  SYNTHESIS OF 1,3-DIALKYLPERHYDROBENZIMIDAZOLINIUM SALTS AND THEIR CATALYTIC PROPERTIES IN HECK REACTIONS , 2013 .

[23]  I. Özdemir,et al.  N-Heterocyclic carbene–palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides , 2013, Beilstein journal of organic chemistry.

[24]  C. Bruneau,et al.  Palladium‐Catalysed Direct Polyarylation of Pyrrole Derivatives , 2013 .

[25]  H. Lee,et al.  Efficient Pd-catalyzed direct arylations of heterocycles with unreactive and hindered aryl chlorides. , 2012, Organic letters.

[26]  A. Slawin,et al.  Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles , 2012, Beilstein journal of organic chemistry.

[27]  Jean‐Cyrille Hierso,et al.  Palladium-Catalyzed Direct Arylation of Heteroaromatics with Activated Aryl Chlorides Using a Sterically Relieved Ferrocenyl-Diphosphane , 2012 .

[28]  J. K. Bera,et al.  Palladium-catalysed direct arylations of NH-free pyrrole and N-tosylpyrrole with aryl bromides , 2012 .

[29]  B. Yiǧit,et al.  Synthesis and antimicrobial studies of 1-methyl-2-dimethylaminoethyl-substituted benzimidazolium salts and N-heterocyclic carbene–silver complexes , 2012 .

[30]  P. Kumar,et al.  Direct C5-Arylation Reaction between Imidazoles and Aryl Chlorides Catalyzed by Palladium Complexes with Phosphines and N-Heterocyclic Carbenes , 2011 .

[31]  D. Gryko,et al.  Direct Arylation of Pyrrole Derivatives in Ionic Liquids , 2011 .

[32]  E. T. Nadres,et al.  Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides. , 2011, The Journal of organic chemistry.

[33]  Jean‐Cyrille Hierso,et al.  A versatile palladium/triphosphane system for direct arylation of heteroarenes with chloroarenes at low catalyst loading. , 2010, Angewandte Chemie.

[34]  T. Donohoe,et al.  Substituted pyrroles via olefin cross-metathesis. , 2010, Organic letters.

[35]  Fuwei Li,et al.  Substituent-dependent structures and catalysis of benzimidazole-tethered N-heterocyclic carbene complexes of Ag(I), Ni(II) and Pd(II). , 2010, Dalton transactions.

[36]  I. Özdemir,et al.  N‐Heterocyclic Carbenes: Useful Ligands for the Palladium‐Catalysed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron‐Deficient Aryl Chlorides , 2010 .

[37]  R. Rossi,et al.  Recent advances in the synthesis of (hetero)aryl-substituted heteroarenes via transition metal-catalysed direct (hetero)arylation of heteroarene C–H bonds with aryl halides or pseudohalides, diaryliodonium salts, and potassium aryltrifluoroborates , 2009 .

[38]  D. Gryko,et al.  Palladium-catalyzed 2-arylation of pyrroles. , 2009, The Journal of organic chemistry.

[39]  Murat Yiğit The Synthesis of Some Perhydrobenzimidazolinium Salts and Their Application in Pd-Carbene Catalyzed Heck and Suzuki Reactions , 2009, Molecules.

[40]  T. Kitamura,et al.  Pt(II)-catalyzed hydroarylation reaction of alkynes with pyrroles and furans , 2009 .

[41]  S. Nolan,et al.  Carbenes : Synthesis, properties, and organometallic chemistry , 2009 .

[42]  H. Doucet,et al.  Palladium-catalysed direct 3- or 4-arylation of 2,5-disubstituted pyrrole derivatives: an economically and environmentally attractive procedure. , 2009, ChemSusChem.

[43]  K. Cavell,et al.  Synthesis of pyrazine-bridged diimidazolium salts and their application in palladium catalyzed Heck-type coupling reactions , 2009 .

[44]  Rui Zhu,et al.  Practical one-pot sequential procedure for the preparation of N-arylated 3,4-disubstituted pyrroles from alkenes , 2008 .

[45]  R. Hosseinzadeh,et al.  N‐Arylation of N‐H heterocycles with aryl bromides and aryl iodides using cui and kf/Al2O3 , 2008 .

[46]  E. Jeanneau,et al.  Deprotonative metalation of five-membered aromatic heterocycles using mixed lithium-zinc species. , 2008, The Journal of organic chemistry.

[47]  X. Jiang,et al.  N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole. , 2007, The Journal of organic chemistry.

[48]  V. Gevorgyan,et al.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds. , 2007, Chemical Society reviews.

[49]  I. J. Lin,et al.  Preparation and application of N-heterocyclic carbene complexes of Ag(I) , 2007 .

[50]  T. Satoh,et al.  Catalytic Direct Arylation of Heteroaromatic Compounds , 2007 .

[51]  H. Bekolo Copper-mediated N-arylation of electron-deficient pyrroles and indoles , 2007 .

[52]  Cory Valente,et al.  Biaryls made easy: PEPPSI and the Kumada-Tamao-Corriu reaction. , 2007, Chemistry.

[53]  Swee Kuan Yen,et al.  Convenient entry to mono- and dinuclear palladium(II) benzothiazolin-2-ylidene complexes and their activities toward heck coupling , 2006 .

[54]  R. Noyori,et al.  Direct C-H arylation of (hetero)arenes with aryl iodides via rhodium catalysis. , 2006, Journal of the American Chemical Society.

[55]  R. Rossi,et al.  Synthesis and Biological Activity of Pyrrole, Pyrroline and Pyrrolidine Derivatives with Two Aryl Groups on Adjacent Positions , 2006 .

[56]  Jason A. Smith,et al.  The regioselective synthesis of aryl pyrroles. , 2006, Organic & biomolecular chemistry.

[57]  Vidar R. Jensen,et al.  Quantitative Structure−Activity Relationships of Ruthenium Catalysts for Olefin Metathesis , 2006 .

[58]  Murat Yiğit,et al.  Active ruthenium-(N-heterocyclic carbene) complexes for hydrogenation of ketones , 2006 .

[59]  D. Sames,et al.  Catalytic C-H arylation of SEM-protected azoles with palladium complexes of NHCs and phosphines. , 2006, Organic letters.

[60]  F. Hahn,et al.  Synthesis and catalytic activity of pincer-type bis(benzimidazolin-2-ylidene) palladium complexes , 2005 .

[61]  K. Fagnou,et al.  Direct arylation reactions catalyzed by Pd(OH)2/C: evidence for a soluble palladium catalyst. , 2005, The Journal of organic chemistry.

[62]  F. Toste,et al.  Gold(I)-catalyzed intramolecular acetylenic Schmidt reaction. , 2005, Journal of the American Chemical Society.

[63]  Louis-Charles Campeau,et al.  High-yielding intramolecular direct arylation reactions with aryl chlorides. , 2005, Organic letters.

[64]  R. Crabtree,et al.  Recent homogeneous catalytic applications of chelate and pincer N-heterocyclic carbenes , 2004 .

[65]  P. Stevenson Palladium in Heterocyclic Chemistry , 2004 .

[66]  S. Buchwald,et al.  Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles. , 2004, The Journal of organic chemistry.

[67]  C. Wolf,et al.  Use of highly active palladium-phosphinous acid catalysts in Stille, Heck, amination, and thiation reactions of chloroquinolines. , 2003, The Journal of organic chemistry.

[68]  K. Cavell,et al.  Tetrafluoroborate anion BF bond activation—unusual formation of a nucleophilic heterocyclic carbene:BF3 adduct , 2003 .

[69]  S. Nolan,et al.  Catalytic cross-coupling reactions mediated by palladium/nucleophilic carbene systems , 2002 .

[70]  W. Herrmann N-Heterocyclische Carbene: ein neues Konzept in der metallorganischen Katalyse N-Heterocyclische Carbene, 31. Mitteilung. – 30. Mitteilung: Lit. [80] , 2002 .

[71]  M. Beller,et al.  Palladium catalyst systems for cross-coupling reactions of aryl chlorides and olefins. , 2000, Chemistry.

[72]  I. J. Lin,et al.  Palladium Complexes Containing a Hemilabile Pyridylcarbene Ligand , 2000 .

[73]  S. Nolan,et al.  Transition-metal systems bearing a nucleophilic carbene ancillary ligand : from thermochemistry to catalysis , 2000 .

[74]  J. Hartwig,et al.  Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand. , 1999, The Journal of organic chemistry.

[75]  R. Grubbs,et al.  Increased ring closing metathesis activity of ruthenium-based olefin metathesis catalysts coordinated with imidazolin-2-ylidene ligands , 1999 .

[76]  W. Herrmann,et al.  Dicationic chelating N-heterocyclic carbene complexes of palladium: new catalysts for the copolymerisation of C2H4 and CO , 1999 .

[77]  Xiyan Lu,et al.  Phosphine-catalyzed[3+2] cycloaddition reaction of methyl 2, 3-butadienoate and N-tosylimines. A novel approach to nitrogen heterocycles , 1997 .

[78]  A. Katritzky,et al.  New Synthesis of 2-Aryl- and 2-Hetarylpyrroles from 1-Propargylbenzotriazole , 1994 .

[79]  Richard L. Harlow,et al.  A stable crystalline carbene , 1991 .

[80]  Y. Aoyagi,et al.  Palladium-catalyzed arylation of furan, thiophene, benzo[b]furan and benzo[b]thiophene , 1990 .

[81]  Keiko Yamamoto,et al.  Palladium-catalyzed coupling reaction of chloropyrazines with indole , 1985 .