Issue 9, 2010
From the journal:

Organic & Biomolecular Chemistry

Efficient synthesis of alkyl aryl ketones & ketalsviapalladium-catalyzed regioselective arylation of vinyl ethers†

Mingcui Liu,‡a   Zeynab Hyder,‡b   Yawei Sun,a   Weijun Tang,a   Lijin Xu*a  and  Jianliang Xiaob  

* Corresponding authors

a Department of chemistry, Renmin University of China, Beijing, China
E-mail: xulj@chem.ruc.edu.cn

b Liverpool Centre for Materials and Catalysis, Department of Chemistry, University of Liverpool, Liverpool, UK

Abstract

The combination of Pd(OAc)2 with 1,3-bis(diphenylphosphino)propane (dppp) in ethylene glycol constitutes a high-performance catalytic system for highly regioselective arylation of a range of electron-rich vinyl ethers by aryl bromides to provide, upon hydrolysis, alkyl aryl ketones and cyclic ketals in good yields with up to 3.75 × 105 TON and 15625 h−1 TOF.

Graphical abstract: Efficient synthesis of alkyl aryl ketones & ketals via palladium-catalyzed regioselective arylation of vinyl ethers

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Article information

DOI
https://doi.org/10.1039/C001004A
Article type
Communication
Submitted
18 Jan 2010
Accepted
12 Mar 2010
First published
22 Mar 2010

Org. Biomol. Chem., 2010,8, 2012-2015

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Efficient synthesis of alkyl aryl ketones & ketals via palladium-catalyzed regioselective arylation of vinyl ethers

M. Liu, Z. Hyder, Y. Sun, W. Tang, L. Xu and J. Xiao, Org. Biomol. Chem., 2010, 8, 2012 DOI: 10.1039/C001004A

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