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Pure Appl. Chem., 1990, Vol. 62, No. 4, pp. 713-722

http://dx.doi.org/10.1351/pac199062040713

The palladium-catalyzed hydroarylation and hydrovinylation of carbon-carbon multiple bonds: New perspectives in organic synthesis

S. Cacchi

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  • Chinchilla Rafael, Nájera Carmen: Chemicals from Alkynes with Palladium Catalysts. Chem. Rev. 2014, 114, 1783. <http://dx.doi.org/10.1021/cr400133p>
  • Yamamoto Yoshihiko: Synthesis of heterocycles via transition-metal-catalyzed hydroarylation of alkynes. Chem. Soc. Rev. 2014, 43, 1575. <http://dx.doi.org/10.1039/c3cs60369e>
  • Shrestha Ruja, Dorn Stephanie C. M., Weix Daniel J.: Nickel-Catalyzed Reductive Conjugate Addition to Enones via Allylnickel Intermediates. J. Am. Chem. Soc. 2013, 135, 751. <http://dx.doi.org/10.1021/ja309176h>
  • Peshkov Vsevolod A., Van Hove Sofie, Donets Pavel A., Pereshivko Olga P., Van Hecke Kristof, Van Meervelt Luc, Van der Eycken Erik V.: Synthesis of the Azocino[cd]indole Framework through Pd-Catalyzed Intramolecular Acetylene Hydroarylation. Eur J Org Chem 2011, 2011, 1837. <http://dx.doi.org/10.1002/ejoc.201001669>
  • Cacchi Sandro, Fabrizi Giancarlo: Update 1 of: Synthesis and Functionalization of Indoles Through Palladium-Catalyzed Reactions. Chemistry Review 2011, 111, PR215. <http://dx.doi.org/10.1021/cr100403z>
  • Raluy Eva, Favier Isabelle, López-Vinasco Angela M., Pradel Christian, Martin Erika, Madec David, Teuma Emmanuelle, Gómez Montserrat: A smart palladium catalyst in ionic liquid for tandem processes. Phys Chem Chem Phys 2011, 13, 13579. <http://dx.doi.org/10.1039/c1cp20619b>
  • Peshkov Vsevolod A., Pereshivko Olga P., Donets Pavel A., Mehta Vaibhav P., Van der Eycken Erik V.: Diversity-Oriented Microwave-Assisted Synthesis of the 3-Benzazepine Framework. Eur J Org Chem 2010, 2010, 4861. <http://dx.doi.org/10.1002/ejoc.201000583>
  • Senra Jaqueline D., Malta Luiz Fernando B., Souza Andréa Luzia F., Aguiar Lúcia C. S., Antunes O. A. C.: Palladium on Calcium Carbonate Combined to 2-Hydroxypropyl-α/β-cyclodextrins: A Selective Catalytic System for Aqueous Heck Coupling and Hydroarylation. Adv Synth Catal 2008, 350, 2551. <http://dx.doi.org/10.1002/adsc.200800472>
  • Barros José C., de Souza Andréa Luzia F., de Lima Paulo G., da Silva Joaquim F. M., Antunes O. A. C.: Selectivity studies in the reaction between iodobenzene and phenylacetylene: Sonogashira coupling vs hydroarylation. Appl Organometal Chem 2008, 22, 249. <http://dx.doi.org/10.1002/aoc.1385>
  • Zhang Daohua, Yum Eul Kgun, Liu Zhijian, Larock Richard C.: Synthesis of Indenes by the Palladium-Catalyzed Carboannulation of Internal Alkynes. Org Lett 2005, 7, 4963. <http://dx.doi.org/10.1021/ol051907a>
  • Tanaka Daisuke, Myers Andrew G.: Heck-Type Arylation of 2-Cycloalken-1-ones with Arylpalladium Intermediates Formed by Decarboxylative Palladation and by Aryl Iodide Insertion. Org Lett 2004, 6, 433. <http://dx.doi.org/10.1021/ol0363467>
  • Lu Xiyan, Wang Zhong: Role of halide ions in palladium(II) catalyzed nucleophile alkyne-α,β-unsaturated carbonyl coupling reactions. J Polyhedron 2000, 19, 577. <http://dx.doi.org/10.1016/S0277-5387(99)00412-X>
  • Arcadi Antonio, Cacchi Sandro, Fabrizi Giancarlo, Marinelli Fabio, Pace Paola: The palladium-catalysed vinylic substitution of vinyl triflates with β-substituted-α,β-unsaturated carbonyl compounds. An application to the synthesis of cardenolides. Tetrahedron 1996, 52, 6983. <http://dx.doi.org/10.1016/0040-4020(96)00303-1>
  • Arcadi Antonio, Cacchi Sandro, Carnicelli Veronica, Marinelli Fabio: 2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates. Tetrahedron 1994, 50, 437. <http://dx.doi.org/10.1016/S0040-4020(01)80766-3>
  • Hegedus Louis S.: Transition metals in organic synthesis annual survey covering the year 1990. J Organomet Chem 1992, 422, 301. <http://dx.doi.org/10.1016/0022-328X(92)88031-D>
  • Arcadi A, Bernocchi E, Cacchi S, Marinelli F: β-Vinyl-γ-butyrolactones via the palladium-catalysed reaction of vinyl triflates with Z-2-buten-1,4-diol. Tetrahedron 1991, 47, 1525. <http://dx.doi.org/10.1016/S0040-4020(01)86427-9>