Catalytic activity of some oxime-based Pd(II)-complexes in Suzuki coupling of aryl and heteroaryl bromides in water

Alonso, 2008, Non-conventional methodologies for transition-metal catalysed carbon–carbon coupling: a critical overview, Part 2: the Suzuki reaction, Tetrahedron, 64, 3047, 10.1016/j.tet.2007.12.036 Bai, 2008, Reusable, polymer-supported, palladium-catalyzed, atom-efficient coupling reaction of aryl halides with sodium tetraphenylborate in water by focused microwave irradiation, Adv. Synth. Catal., 350, 315, 10.1002/adsc.200700361 Becht, 2003, Reinvestigation of the noncatalyzed coupling of aryllithium with haloarene: a novel aromatic nucleophilic substitution pathway, Chem. Eur. J., 9, 3209, 10.1002/chem.200204373 Bellina, 2004, Palladium catalysts for the suzuki cross-coupling reaction: an overview of recent advances, Synthesis, 15, 2419 Darweesh, 2010, Facile access to biaryls and 2-acetyl-5-arylbenzofurans via Suzuki coupling in water under thermal and microwave conditions, Synthesis, 3163 Dawood, 2007, Microwave-assisted Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions of aryl chlorides and bromides in water using stable benzothiazole-based palladium(II) precatalysts, Tetrahedron, 63, 9642, 10.1016/j.tet.2007.07.029 Dawood, 2010, Microwave-assisted C–C cross-coupling reactions of aryl and heteroaryl halides in water, Arkivoc (ix), 319, 10.3998/ark.5550190.0011.930 Dawood, 2010, Microwave-assisted synthesis of 2-substituted 4-biarylyl-1 3-thiazoles by carbon–carbon cross-coupling in water, Synthesis, 1030, 10.1055/s-0029-1218662 Dawood, 2005, Combining enabling techniques in organic synthesis: solid-phase-assisted catalysis under microwave conditions using a stable Pd(II)-precatalyst, Tetrahedron, 61, 12121, 10.1016/j.tet.2005.07.113 Dawood, 2007, Microwave-accelerated Mizoroki–Heck and Sonogashira cross- coupling reactions in water using a heterogeneous palladium(II)-precatalyst, Arkivoc (v), 104 Dawood, 2009, Heck and Suzuki cross-couplings of aryl and heteroaryl bromides in water using a new palladium(II)-complex, Arkivoc (xiii), 324 Denmark, 2008, Palladium-catalyzed cross-coupling of five-membered heterocyclic silanolates, J. Org. Chem., 73, 1440, 10.1021/jo7023784 Dunleavy, 2006, Sulfur as a catalyst poison, Platinum Metals Rev., 50, 110, 10.1595/147106706X128403 Dupont, 2005, The potential of palladacycles: more than just precatalysts, Chem. Rev., 105, 2527, 10.1021/cr030681r Farina, 2004, High-turnover palladium catalysts in cross-coupling and heck chemistry: a critical overview, Adv. Synth. Catal., 346, 1553, 10.1002/adsc.200404178 Hall, 2005, Structure properties and preparation of boronic acid derivatives overview of their reactions and applications, 1 Hoz, 2005, Microwaves in organic synthesis. Thermal and non-thermal microwave effects, Chem. Soc. Rev., 34, 164, 10.1039/B411438H Kappe, 2005 Kim, 2009, Nickel N-heterocyclic carbene catalyst for cross-coupling of neopentyl arenesulfonates with methyl and primary alkyl Grignard reagents, J. Org. Chem., 74, 9566, 10.1021/jo902151h Li, 2005, Organic reactions in aqueous media with a focus on carbon−carbon bond formations: a decade update, Chem. Rev., 105, 3095, 10.1021/cr030009u Lidström, 2001, Microwave assisted organic synthesis – a review, Tetrahedron, 57, 9225, 10.1016/S0040-4020(01)00906-1 Miyaura, 2002, Cross-coupling reaction of organoboron compounds via base-assisted transmetalation to palladium(II) complexes, J. Organomet. Chem., 653, 54, 10.1016/S0022-328X(02)01264-0 Molander, 2003, Palladium-catalyzed Suzuki−Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates, J. Org. Chem., 68, 4302, 10.1021/jo0342368 Polshettiwar, 2008, Pd–N-heterocyclic carbene (NHC) organic silica: synthesis and application in carbon–carbon coupling reactions, Tetrahedron, 64, 4637, 10.1016/j.tet.2008.02.098 Rudler, 2001, Tungsten(0) alkylidene complexes stabilized as pyridinium ylides: new aspects of their synthesis and reactivity, J. Organomet. Chem., 617–618, 571, 10.1016/S0022-328X(00)00727-0 Shaaban, 2010, Mizoroki–Heck cross-couplings of 2-acetyl-5-bromobenzofuran and aryl halides under microwave irradiation, Arkivoc (x), 208, 10.3998/ark.5550190.0011.a18 Smirnov, 1973, Bromination of 2-acetylthiophene and its derivatives, Chem. Heterocycl. Compd., 9, 170, 10.1007/BF00569154 Suzuki, 2002, Cross-coupling reactions via organoboranes, J. Organomet. Chem., 653, 83, 10.1016/S0022-328X(02)01269-X Zhang, 2004, Ligand-free Suzuki–Miyaura reaction catalysed by Pd/C at room temperature, J. Chem. Res, 593, 10.3184/0308234042430539 Zhu, 2003, An improved preparation of arylboronates: application in one-pot Suzuki biaryl synthesis, J. Org. Chem., 68, 3729, 10.1021/jo0269114