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Synthesis Of Styrene And Stilbene Derivatives By The Palladium-catalysed Arylation Of Ethylene With Aroyl Chlorides

A. Spencer
Published 1983 · Chemistry

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Abstract The arylation of ethylene with aroyl chlorides, catalysed by palladium(II) acetate, leads to styrene and stilbene derivatives. By appropriate choice of reaction conditions, particularly the ethylene pressure, the reaction can be made to produce either styrene or stilbene derivatives selectively. The reaction tolerates those common substituents which do not react with aroyl chlorides. Only trans-stilbene derivatives are formed.
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This paper is referenced by
10.1002/asia.202000117
Nickel or Palladium-Catalyzed Decarbonylative Transformation of Carboxylic Acid Derivatives.
Zhenhua Wang (2020)
10.1002/ADSC.201900365
Synthesis and Catalytic Applications of [N,N]‐Pyrrole Ligands for the Regioselective Synthesis of Styrene Derivatives
F. Hochberger‐Roa (2019)
10.1063/1.5002323
Single molecular system of alkoxy stilbene-imine derivative as semiconductor material
Rafizah Rahamathullah (2017)
10.1021/ACS.OPRD.5B00207
A Second Generation Synthesis of Benzyl Piperidine Derivatives: A Key Intermediate for the Preparation of SERT/5-HT1A Dual Inhibitor
Atsushi Ueno (2015)
10.1002/chem.201304696
Palladium/copper-catalyzed oxidative arylation of terminal alkenes with aroyl hydrazides.
Y. Zhang (2014)
10.1016/B978-0-08-097742-3.00420-1
4.14 Vinyl Substitutions with Organopalladium Intermediates
E. Butler (2014)
10.1021/cr400628s
Recent advances in transition-metal-catalyzed functionalization of unstrained carbon-carbon bonds.
F. Chen (2014)
10.1002/anie.201303916
Transition-metal-catalyzed laboratory-scale carbon-carbon bond-forming reactions of ethylene.
Vaneet Saini (2013)
10.1002/ANGE.201303916
Übergangsmetallkatalysierte C‐C‐Kupplungen mit Ethylen im Labormaßstab
Vaneet Saini (2013)
10.1007/s11426-012-4791-7
Decarbonylative C-C bond forming reactions mediated by transition metals
Alpay Dermenci (2013)
10.1021/ja304344h
Palladium-catalyzed 1,1-difunctionalization of ethylene.
Vaneet Saini (2012)
10.1002/9781119942863.CH5
Alkene and Alkyne Insertion Reactions
R. Bates (2012)
10.1016/J.JORGANCHEM.2011.04.013
Microwave promoted Suzuki reactions between aroyl chlorides and boronic acids catalyzed by heterogeneous and homogeneous phosphine-free palladium catalysts
D. Martins (2011)
10.1016/J.JORGANCHEM.2008.11.065
NC palladacycles in the heck arylation of ethylene: synthesis, structure and their reactivity
Shashi B. Atla (2009)
10.1002/9780470682531.PAT0022
Reactions of Organic Halides Mediated by Transition Metal Compounds
J. R. Green (2009)
10.1016/J.CATCOM.2006.05.043
Rate enhancement in palladium catalyzed Heck reactions by Lewis acid promoters
Abhishek Sud (2007)
10.1016/J.TET.2006.11.023
One-pot two-step synthesis of 4-vinylphenols from 4-hydroxy substituted benzaldehydes under microwave irradiation: a new perspective on the classical Knoevenagel–Doebner reaction ☆
A. Sinha (2007)
10.5012/BKCS.2007.28.7.1159
Parallel synthesis of unsymmetrical trans-stilbenes
Chul-Hee Cho (2007)
10.1016/J.TETLET.2006.05.065
Synthesis of polyhydroxylated ester analogs of the stilbene resveratrol using decarbonylative Heck couplings
M. Andrus (2006)
10.1021/CR0509861
Diazonium salts as substrates in palladium-catalyzed cross-coupling reactions.
A. Roglans (2006)
10.1016/J.TET.2004.10.049
Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction
A. Wang (2005)
10.1016/J.TETLET.2005.09.179
Mizoroki–Heck type arylation of alkenes using aroyl chlorides under base-free conditions
T. Sugihara (2005)
10.1002/ADSC.200404145
Rhodium-Catalyzed Coupling Reaction of Aroyl Chlorides with Alkenes
T. Sugihara (2004)
10.1002/ADSC.200404156
Industrial R&D on Catalytic CC and CN Coupling Reactions: A Personal Account on Goals, Approaches and Results
H. Blaser (2004)
10.1016/J.CCR.2004.02.011
Catalytic methods for the synthesis of stilbenes with an emphasis on their phytoalexins
Karine Ferré-Filmon (2004)
10.1016/S0040-4039(02)02317-1
One-pot palladium-catalyzed highly chemo-, regio-, and stereoselective synthesis of trans-stilbene derivatives. A concise and convenient synthesis of resveratrol
T. Jeffery (2003)
10.1016/S0040-4039(03)01131-6
Synthesis of resveratrol using a direct decarbonylative Heck approach from resorcylic acid
M. Andrus (2003)
10.1002/PRAC.199733901100
Oxokohlenstoffe und verwandte Verbindungen. 27. Synthese von Dihydrocyclobuta[a]naphthalen‐1,2‐dionen und Cyclobuta[a]naphthalen‐1,2‐dionen durch Anellierung von Alkoxy‐(1‐alkenyl)benzolen mit 3‐Chlor‐3‐cyclobuten‐1,2‐dion. Anwendungsbereich und Grenzen
A. Schmidt (1997)
10.1016/0040-4039(96)01442-6
First efficient palladium-catalyzed Heck reactions of aryl bromides with alkyl methacrylate
M. Beller (1996)
10.1016/B978-008046519-7.00112-X
3.5 – Transition Metal Alkyl Complexes: Oxidative Addition and Insertion
B. Soederberg (1995)
10.1039/P19930001943
Heck reaction of arenediazonium salts: a palladium-catalysed reaction in an aqueous medium
S. Sengupta (1993)
10.1039/P19900002207
Palladium-catalysed desulphonylative vinylation of arenesulphonyl chlorides under solid–liquid phase-transfer conditions
M. Miura (1990)
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