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Synthesis 2013; 45(21): 2971-2976
DOI: 10.1055/s-0033-1339650
paper
© Georg Thieme Verlag Stuttgart · New York

Ligand-Free PdCl2-Catalyzed Heck Reaction of Arylboronic Acids and Olefins under Reusable TBAB/H2O Conditions

Bo-Xiao Tang*
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Xiao-Niu Fang
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Ren-Yun Kuang
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Rong-Hua Hu
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Ji-Wei Wang
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Ping Li
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
,
Xiao-hang Li
School of Chemistry and Chemical Engineering, The Key Laboratory of Coordination Chemistry of Jiangxi Province, and Institute of Applied Chemistry, Jinggangshan University, Ji’an, 343009, P. R. of China   Fax: +86(796)8110 676   Email: 520tangboxiao@163.com
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Further Information

Publication History

Received: 10 July 2013

Accepted after revision: 31 July 2013

Publication Date:
29 August 2013 (online)

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Abstract

A novel method was developed for Heck reaction of olefins and arylboronic acids using a ligand-free PdCl2 catalyst to afford­ the coupling products with excellent regio- and stereoselectivity. It is noteworthy that the PdCl2/CuSO4/K2CO3/TBAB/H2O system can be recovered and used for three cycles directly.

Key words

ligand-free - reusability - PdCl2 - Heck reaction - arylboronic acids

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
  • Supporting Information
 

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