Sonogashira coupling

Definition: A carbon-carbon coupling reaction where a terminal alkyne reacts with an aryl halide to give an aryl alkyne. It is catalysed by palladium.

ID: RXNO:0000137

Synonyms:

More about the RSC Name Reaction Ontology (RXNO)

Articles referencing this term

Tetrameric molecular bowl assembled from glycoluril building blocks
Neng-Fang She, Xiang-Gao Meng, Meng Gao, An-Xin Wu and Lyle Isaacs, Chem. Commun., 2008 , 3133
DOI: 10.1039/b800785c

Anti-Markovnikov hydroarylation of styrenes catalyzed by an in situ generated ruthenium complex
Rémi Martinez, Jean-Pierre Genet and Sylvain Darses, Chem. Commun., 2008 , 3855
DOI: 10.1039/b806121a

1-Azadienes in cycloaddition and multicomponent reactions towards N-heterocycles
Bas Groenendaal, Eelco Ruijter and Romano V. A. Orru, Chem. Commun., 2008 , 5474
DOI: 10.1039/b809206k

Novel strategies for the site-specific covalent labelling of nucleic acids
Samuel H. Weisbrod and Andreas Marx, Chem. Commun., 2008 , 5675
DOI: 10.1039/b809528k

Efficient copper-free Sonogashira coupling of aryl chlorides with palladium on charcoal
Anna Komáromi and Zoltán Novák, Chem. Commun., 2008 , 4968
DOI: 10.1039/b810928a

A general approach to triphenylenes and azatriphenylenes: total synthesis of dehydrotylophorine and tylophorine
Andrew McIver, Douglas D. Young and Alexander Deiters, Chem. Commun., 2008 , 4750
DOI: 10.1039/b811068a

Torsionally restricted tetradentate fluorophore: a swivelling ligand platform for ratiometric sensing of metal ions
Xuan Jiang, Byung Gyu Park, Justin A. Riddle, Bong June Zhang, Maren Pink and Dongwhan Lee, Chem. Commun., 2008 , 6028
DOI: 10.1039/b812261j

Palladium-catalyzed decarboxylative coupling of aromatic acids with aryl halides or unactivated arenes using microwave heating
Adelina Voutchkova, Abigail Coplin, Nicholas E. Leadbeater and Robert H. Crabtree, Chem. Commun., 2008 , 6312
DOI: 10.1039/b813998a

The synthesis and applications of a micro-pine-structured nanocatalyst
Vivek Polshettiwar, Mallikarjuna N. Nadagouda and Rajender S. Varma, Chem. Commun., 2008 , 6318
DOI: 10.1039/b814715a

Post-assembly error-checking in subphthalocyanine based M₃L₂ metallosupramolecular capsules
Christian G. Claessens, M. Jesús Vicente-Arana and Tomás Torres, Chem. Commun., 2008 , 6378
DOI: 10.1039/b815898c

Synthesis of tri- and tetraynes using a butadiynyl synthon
Khalid Azyat, Eike Jahnke, Trent Rankin and Rik R. Tykwinski, Chem. Commun., 2009 , 433
DOI: 10.1039/b816177a

Simplified methods for the functionalisation of 3-hexoxythiophenes at the 5-position and further reactions to alkynyl and vinyl derivatives
Mike Joachim Zöllner, Ullrich Jahn, Eike Becker, Wolfgang Kowalsky and Hans-Hermann Johannes, Chem. Commun., 2009 , 565
DOI: 10.1039/b817089d

Marriage of porphyrin chemistry with metal-catalysed reactions
Hiroshi Shinokubo and Atsuhiro Osuka, Chem. Commun., 2009 , 1011
DOI: 10.1039/b817941g

The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes
Kazumasa Kanda, Tamami Koike, Kohei Endo and Takanori Shibata, Chem. Commun., 2009 , 1870
DOI: 10.1039/b818904h

A double intramolecular cage contraction within a self-assembled metallo-supramolecular bowl
Boris Brusilowskij, Saskia Neubacher and Christoph A. Schalley, Chem. Commun., 2009 , 785
DOI: 10.1039/b819412b

First total synthesis of antiostatin A₁, a potent carbazole-based naturally occurring antioxidant
Carole Alayrac, Dieter Schollmeyer and Bernhard Witulski, Chem. Commun., 2009 , 1464
DOI: 10.1039/b820291e

Engineering spherical nanostructures through hydrogen bonds
K. Yoosaf, Abdelhalim Belbakra, Nicola Armaroli, Anna Llanes-Pallas and Davide Bonifazi, Chem. Commun., 2009 , 2830
DOI: 10.1039/b820462d

Conjugated anthracene derivatives as donor materials for bulk heterojunction solar cells: olefinic versus acetylenic spacers
Assunta Marrocchi, Fabio Silvestri, Mirko Seri, Antonio Facchetti, Aldo Taticchi and Tobin J. Marks, Chem. Commun., 2009 , 1380
DOI: 10.1039/b820829h

First total synthesis of the whole series of the antiostatins A and B
Kerstin E. Knott, Stefan Auschill, Anne Jäger and Hans-Joachim Knölker, Chem. Commun., 2009 , 1467
DOI: 10.1039/b821039j

Self-assembly of an M₆L₁₂ coordination cube
Kosuke Suzuki, Masahide Tominaga, Masaki Kawano and Makoto Fujita, Chem. Commun., 2009 , 1638
DOI: 10.1039/b822311d

The first total synthesis of moracin O and moracin P, and establishment of the absolute configuration of moracin O
Navneet Kaur, Yan Xia, Yinglan Jin, Nguyen Tien Dat, Kondaji Gajulapati, Yongseok Choi, Young-Soo Hong, Jung Joon Lee and Kyeong Lee, Chem. Commun., 2009 , 1879
DOI: 10.1039/b823340c

Azacrown-attached meta-ethynylpyridine polymer: saccharide recognition regulated by supramolecular device
Hajime Abe, Shunsuke Takashima, Tsuyoshi Yamamoto and Masahiko Inouye, Chem. Commun., 2009 , 2121
DOI: 10.1039/b902269d

Intramolecular aryl transfer to thionium ions in an approach to α-arylacetamides
Caroline Ovens, Johannes C. Vogel, Nathaniel G. Martin and David J. Procter, Chem. Commun., 2009 , 3101
DOI: 10.1039/b904577e

A versatile, modular synthesis of monofunctionalized BODIPY dyes
Volker Leen, Els Braeken, Kristof Luckermans, Carine Jackers, Mark Van der Auweraer, Noël Boens and Wim Dehaen, Chem. Commun., 2009 , 4515
DOI: 10.1039/b906164a

Straightforward synthesis of new polyoxometalate-based hybrids exemplified by the covalent bonding of a polypyridyl ligand
Victor Duffort, René Thouvenot, Carlos Afonso, Guillaume Izzet and Anna Proust, Chem. Commun., 2009 , 6062
DOI: 10.1039/b913475a

Aza-dibenzocyclooctynes for fast and efficient enzyme PEGylation via copper-free (3+2) cycloaddition
Marjoke F. Debets, Sander S. van Berkel, Sanne Schoffelen, Floris P. J. T. Rutjes, Jan C. M. van Hest and Floris L. van Delft, Chem. Commun., 2010 , 46 , 97
DOI: 10.1039/b917797c

Synthesis and host–guest properties of an alternating copolymer containing calix[4]arene and calix[6]arene in its main chain
Tomoki Ogoshi, Yoko Nishida, Tada-aki Yamagishi and Yoshiaki Nakamoto, Polym. Chem., 2010 , 1 , 203
DOI: 10.1039/b9py00221a

New hyperbranched polyaryleneethynylene containing azobenzene chromophore moieties in the main chain: facile synthesis, large optical nonlinearity and high thermal stability
Zhong'an Li, Wenbo Wu, Cheng Ye, Jingui Qin and Zhen Li, Polym. Chem., 2010 , 1 , 78
DOI: 10.1039/b9py00225a

An unnatural amino acid that mimics phosphotyrosine
Jingyan Ge, Hao Wu and Shao Q. Yao, Chem. Commun., 2010 , 46 , 2980
DOI: 10.1039/c000283f

One-pot synthesis of furocoumarins via sequential Pd/Cu-catalyzed alkynylation and intramolecular hydroalkoxylation
Lei Chen, Yi Li and Ming-Hua Xu, Org. Biomol. Chem., 2010 , 8 , 3073
DOI: 10.1039/c004233a