A phosphine free, inorganic base free, one-pot tandem Mizoroki–Heck olefination/direct arylation/hydrogenation sequence, to give multicyclic alkylated heteroarenes

One-pot processes which facilitate a number of tandem reactions, represent an environmentally friendly approach to building molecular complexity.

[1]  H. Sneddon,et al.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives , 2022, Chemical reviews.

[2]  H. Neumann,et al.  Recent Developments for the Deuterium and Tritium Labeling of Organic Molecules. , 2022, Chemical reviews.

[3]  Ezzat Khan.  Pyridine Derivatives as Biologically Active Precursors; Organics and Selected Coordination Complexes , 2021 .

[4]  Raviraj S. Pattanashettar,et al.  A comprehensive review on the biological interest of quinoline and its derivatives. , 2020, Bioorganic & medicinal chemistry.

[5]  David J. Jones,et al.  Quinoline Ligands Improve the Classic Direct C−H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans , 2020 .

[6]  T. Müller,et al.  Concatenating Suzuki Arylation and Buchwald–Hartwig Amination by A Sequentially Pd‐Catalyzed One‐Pot Process—Consecutive Three‐Component Synthesis of C,N‐Diarylated Heterocycles , 2020, Chemistry.

[7]  David J. Jones,et al.  One-Pot, Tandem Wittig Hydrogenation: Formal C(sp3)-C(sp3) Bond Formation with Extensive Scope. , 2020, Organic letters.

[8]  M. Light,et al.  One-Pot Cross-Coupling/C-H Functionalization Reactions: Quinoline as a Substrate and Ligand through N-Pd Interaction. , 2020, The Journal of organic chemistry.

[9]  B. Nawrot,et al.  Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents , 2019, Molecules.

[10]  L. Vaccaro,et al.  Biomass-Derived Solvents for Sustainable Transition Metal-Catalyzed C–H Activation , 2019, ACS Sustainable Chemistry & Engineering.

[11]  T. Pirali,et al.  Applications of Deuterium in Medicinal Chemistry. , 2019, Journal of medicinal chemistry.

[12]  F. O'Gara,et al.  Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air , 2018, European Journal of Organic Chemistry.

[13]  Kun Hu,et al.  Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines. , 2018, Organic letters.

[14]  W. Kerr,et al.  C-H Functionalisation for Hydrogen Isotope Exchange. , 2018, Angewandte Chemie.

[15]  C. Valdés,et al.  Synthesis of 1,1-Disubstituted Indenes and Dihydronaphthalenes through C-C/C-C Bond-Forming Pd-Catalyzed Autotandem Reactions. , 2017, Organic letters.

[16]  S. Pandey,et al.  One‐Pot Palladium‐Catalyzed Cross‐Coupling Treble of Borylation, the Suzuki Reaction and Amination , 2017 .

[17]  J. Camp,et al.  Auto‐Tandem Catalysis: Activation of Multiple, Mechanistically Distinct Process by a Single Catalyst , 2017 .

[18]  E. Srasra,et al.  Short Synthesis of Sulfur Analogues of Polyaromatic Hydrocarbons through Three Palladium-Catalyzed C-H Bond Arylations. , 2016, Organic letters.

[19]  T. Skrydstrup,et al.  The Development and Application of Two-Chamber Reactors and Carbon Monoxide Precursors for Safe Carbonylation Reactions. , 2016, Accounts of chemical research.

[20]  D. J. Ramón,et al.  Impregnated palladium on magnetite as catalyst for direct arylation of heterocycles , 2016 .

[21]  Xiaoqiang Zhou,et al.  Palladium-Catalyzed Selective CH Activation: A Simple Method to Synthesize C-3 Site Arylated Quinoline Derivatives , 2016 .

[22]  Shamsuzzaman,et al.  Bioactive Benzofuran derivatives: A review. , 2015, European journal of medicinal chemistry.

[23]  T. Skrydstrup,et al.  Two-chamber hydrogen generation and application: access to pressurized deuterium gas. , 2014, The Journal of organic chemistry.

[24]  A. J. Hunt,et al.  Cyclic Carbonates as Green Alternative Solvents for the Heck Reaction , 2014 .

[25]  Richard D. Taylor,et al.  Rings in drugs. , 2014, Journal of medicinal chemistry.

[26]  Seann P. Mulcahy,et al.  Three-step synthesis of an annulated β-carboline via palladium catalysis. , 2013, Tetrahedron letters.

[27]  jin-quan yu,et al.  Ligand-enabled methylene C(sp3)-H bond activation with a Pd(II) catalyst. , 2012, Journal of the American Chemical Society.

[28]  G. Molander,et al.  Scope of the two-step, one-pot palladium-catalyzed borylation/Suzuki cross-coupling reaction utilizing bis-boronic acid. , 2012, The Journal of organic chemistry.

[29]  F. Felpin,et al.  Synthesis of indanones by sequential Heck-reduction–cyclization–alkylation (HRCA) reactions , 2012 .

[30]  Changwen Hu,et al.  Direct synthesis of cyclic carbonates from olefins and CO2 catalyzed by a MoO2(acac)2-quaternary ammonium salt system , 2011 .

[31]  S. Kelleher,et al.  An investigation into the one-pot Heck olefination-hydrogenation reaction. , 2011, The Journal of organic chemistry.

[32]  K. Takasu,et al.  Auto-tandem catalysis: a single catalyst activating mechanistically distinct reactions in a single reactor. , 2009, Chemistry.

[33]  G. McGlacken,et al.  Recent advances in aryl-aryl bond formation by direct arylation. , 2009, Chemical Society reviews.

[34]  F. Felpin,et al.  Preparation of 2-quinolones by sequential Heck reduction-cyclization (HRC) reactions by using a multitask palladium catalyst. , 2009, Chemistry.

[35]  L. Neuville,et al.  Palladium-catalyzed domino N-arylation/carbopalladation/C-H functionalization: three-component synthesis of 3-(diarylmethylene)oxindoles , 2009 .

[36]  N. Fujii,et al.  Palladium-catalyzed direct synthesis of carbazoles via one-pot N-arylation and oxidative biaryl coupling: synthesis and mechanistic study. , 2009, The Journal of organic chemistry.

[37]  F. Felpin,et al.  Synthesis of oxindoles by tandem Heck-reduction-cyclization (HRC) from a single bifunctional, in situ generated Pd/C catalyst. , 2009, The Journal of organic chemistry.

[38]  François-Xavier Felpin,et al.  Heterogeneous multifunctional catalysts for tandem processes: an approach toward sustainability. , 2008, ChemSusChem.

[39]  C. Valdés,et al.  Multicomponent and one-pot synthesis of trisubstituted pyridines through a Pd-catalyzed cross-coupling/cross-coupling/cycloaddition sequence , 2008 .

[40]  N. Cioffi,et al.  Palladium-nanoparticles catalyzed hydrodehalogenation of aryl chlorides in ionic liquids , 2007 .

[41]  S. El Kazzouli,et al.  Synthesis of polysubstituted imidazo[1,2-a]pyridines via microwave-assisted one-pot cyclization/Suzuki coupling/palladium-catalyzed heteroarylation. , 2007, The Journal of organic chemistry.

[42]  J. Hitce,et al.  Substituted Benzocarbocycles by Palladium-Catalyzed Cascade Reactions Featuring a C(sp3)H Activation Step , 2007 .

[43]  P. Plastina,et al.  An unprecedented Pd-catalyzed, water-promoted sequential oxidative aminocarbonylation-cyclocarbonylation process leading to 2-oxazolidinones. , 2007, Organic letters.

[44]  K. Fagnou,et al.  Heck, direct arylation, and hydrogenation: two or three sequential reactions from a single catalyst. , 2006, The Journal of organic chemistry.

[45]  L. Sabbatini,et al.  Heck Reaction Catalyzed by Nanosized Palladium on Chitosan in Ionic Liquids , 2004 .

[46]  Jean Martínez,et al.  Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: a novel three-component reaction for the synthesis of 3,3-disubstituted-2,3-dihydrobenzofurans , 2003 .

[47]  A. Nacci,et al.  Pd Nanoparticle Catalyzed Heck Arylation of 1,1-Disubstituted Alkenes in Ionic Liquids. Study on Factors Affecting the Regioselectivity of the Coupling Process , 2003 .

[48]  M. Lemaire,et al.  Aryl-aryl bond formation one century after the discovery of the Ullmann reaction. , 2002, Chemical reviews.

[49]  G. Fabrizi,et al.  A molten n-Bu4NOAc/n-Bu4NBr mixture as an efficient medium for the stereoselective synthesis of (E)- and (Z)-3,3-diarylacrylates , 2002 .

[50]  T. Luh,et al.  Transition metal-catalyzed activation of aliphatic C-x bonds in carbon-carbon bond formation. , 2000, Chemical reviews.

[51]  T. Jeffery.  ON THE EFFICIENCY OF TETRAALKYLAMMONIUM SALTS IN HECK TYPE REACTIONS , 1996 .

[52]  Norio Miyaura,et al.  Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds , 1995 .

[53]  John K. Stille,et al.  The Palladium‐Catalyzed Cross‐Coupling Reactions of Organotin Reagents with Organic Electrophiles [New Synthetic Methods (58)] , 1986 .

[54]  D. Milstein,et al.  A general, selective, and facile method for ketone synthesis from acid chlorides and organotin compounds catalyzed by palladium , 1978 .