Issue 48, 2010
From the journal:

Chemical Communications

Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids†

Koichi Mitsudo,*a   Takuya Shiraga,a   Jun-ichi Mizukawa,a   Seiji Sugaa  and  Hideo Tanaka*a  

* Corresponding authors

a Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan
E-mail: tanaka95@cc.okayama-u.ac.jp
Fax: +81 86-251-8079
Tel: +81 86-251-8079

Abstract

An electro-oxidative method for generating silver acetylides from acetylenes with a Ag anode was developed. The reaction could be integrated into a Pd-catalysed electrochemical Sonogashira-type reaction. In the presence of the catalytic amount of Pd(OAc)2 and 4-BzO-TEMPO, electro-generated silver acetylides reacted immediately with arylboronic acids to afford the corresponding coupling adducts in high yields.

Graphical abstract: Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids

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Article information

DOI
https://doi.org/10.1039/C0CC02633F
Article type
Communication
Submitted
17 Jul 2010
Accepted
11 Oct 2010
First published
28 Oct 2010

Chem. Commun., 2010,46, 9256-9258

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Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids

K. Mitsudo, T. Shiraga, J. Mizukawa, S. Suga and H. Tanaka, Chem. Commun., 2010, 46, 9256 DOI: 10.1039/C0CC02633F

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