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Pd(OAc)2-Catalyzed Fluoride-Free Cross-Coupling Reactions of Arylsiloxanes with Aryl Bromides in Aqueous Medium
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Abstract

Mild conditions have been developed to achieve the Pd(OAc)2-catalyzed fluoride-free cross-coupling between the aryl bromides and arylsiloxanes in good to high yields in aqueous medium. The success of the reactions requires the presence of poly(ethylene glycol) (PEG) and 3 equiv of sodium hydroxide. The product was easily separated with ethyl ether extraction, and the catalytic system can be reused eight times with high efficiency.
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This article has been cited by 6 ACS Journal articles (5 most recent appear below).

Hiyama Cross-Coupling of Arenediazonium Salts under Mild Reaction Conditions
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Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon Coupling Reactions
Árpád MolnárChemical Reviews2011 111 (3), 2251-2320Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon Coupling Reactions
Árpád MolnárChemical Reviews2011 111 (3), 2251-2320

Copper-Catalyzed Sequential Alkyl/Aryl or Vinyl Esterification of Dicarboxylic Acid Anhydrides with Alkoxysilanes
Fang Luo, Changduo Pan, Pengcheng Qian and Jiang ChengThe Journal of Organic Chemistry2010 75 (15), 5379-5381Copper-Catalyzed Sequential Alkyl/Aryl or Vinyl Esterification of Dicarboxylic Acid Anhydrides with Alkoxysilanes
Fang Luo, Changduo Pan, Pengcheng Qian and Jiang ChengThe Journal of Organic Chemistry2010 75 (15), 5379-5381A copper(I)-catalyzed bis-esterification of cyclic anhydrides with aryl and vinyl alkoxysilanes is described, in which the alkoxy and aryl (or vinyl) esters of dicarboxylic acids were prepared in one pot with moderate to good yields. Notably, vinyl ...

Advantageous Use of tBu2P-N═P(iBuNCH2CH2)3N in the Hiyama Coupling of Aryl Bromides and Chlorides
Steven M. Raders, Jesudoss V. Kingston and John G. VerkadeThe Journal of Organic Chemistry2010 75 (5), 1744-1747Advantageous Use of tBu2P-N═P(iBuNCH2CH2)3N in the Hiyama Coupling of Aryl Bromides and Chlorides
Steven M. Raders, Jesudoss V. Kingston and John G. VerkadeThe Journal of Organic Chemistry2010 75 (5), 1744-1747An efficient catalytic route to biaryls by employing (generally) only 0.25 mol % of Pd(OAc)2 and 0.5 mol % of 1 in the Hiyama coupling reaction is reported. High yields for electron-rich, -neutral, and -deficient aryl chlorides are obtained. A variety of ...

Practical Aspects of Carbon−Carbon Cross-Coupling Reactions Using Heteroarenes
Vincent F. Slagt, André H. M. de Vries, Johannes G. de Vries and Richard M. KelloggOrganic Process Research & Development2010 14 (1), 30-47Practical Aspects of Carbon−Carbon Cross-Coupling Reactions Using Heteroarenes
Vincent F. Slagt, André H. M. de Vries, Johannes G. de Vries and Richard M. KelloggOrganic Process Research & Development2010 14 (1), 30-47The use of cross-coupling reactions for the preparation of alkylated and arylated heteroaromatic compounds has increased tremendously over the past two decades. This has been driven on the one hand by the increasingly complex structures of new drugs, most ...
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History
- Published In Issue July 20, 2007
- Received April 24, 2007
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