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铜催化的烯丙基的区域和立体选择性的三组分间氧基芳基化反应。

Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes.

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

出版信息

Org Lett. 2014 May 16;16(10):2736-9. doi: 10.1021/ol501022d. Epub 2014 Apr 25.

Abstract

A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.

摘要

一种铜(II)催化的三组分烯丙基氧芳基化反应,使用芳基硼酸作为碳源和 TEMPO 作为氧源。该反应在温和的条件下进行,具有高区域和立体选择性以及官能团容忍性。提出了一个合理的反应机理,涉及烯丙基的碳铜化、介入的烯丙基铜(II)的均裂以及自由基 TEMPO 捕获。

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