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银阳极电化学法从末端炔烃生成银乙酰化物,并整合到与芳基硼酸的钯催化连续偶联中。

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

机构信息

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.

出版信息

Chem Commun (Camb). 2010 Dec 28;46(48):9256-8. doi: 10.1039/c0cc02633f. Epub 2010 Oct 28.

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.

摘要

发展了一种在 Ag 阳极作用下将炔烃电氧化生成银炔化物的方法。该反应可与 Pd 催化的电化学 Sonogashira 型反应集成。在催化量的 Pd(OAc)(2)和 4-BzO-TEMPO 的存在下,电生成的银炔化物可立即与芳基硼酸反应,以高产率得到相应的偶联产物。

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