钯催化芳基碘化物与链烯基铝试剂的羰基化偶联反应

Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkenylaluminum Reagents.

作者信息

Chen Bo, Wu Xiao-Feng

机构信息

Department of Chemistry , Zhejiang Sci-Tech University , Xiasha Campus , Hangzhou 310018 , People's Republic of China.

Leibniz-Institut für Katalyse e. V. an der Universität Rostock , Albert-Einstein-Straße 29a , 18059 Rostock , Germany.

出版信息

Org Lett. 2019 Sep 20;21(18):7624-7629. doi: 10.1021/acs.orglett.9b02923. Epub 2019 Sep 4.

DOI:10.1021/acs.orglett.9b02923

PMID:31483670

Abstract

A highly reactive catalytic system for the carbonylative coupling of aryl iodides with alkenylaluminum reagents has been developed. Various β-substituted γ,δ-unsaturated ketones were produced under mild conditions in good to excellent yields even under ppm level of palladium catalyst. Notably, this also represents the first example on carbonylative transformation of alkenylaluminum compounds. Additionally, by the addition of zinc salt, the selectivity of the product can be modified.

摘要

已开发出一种用于芳基碘化物与烯基铝试剂羰基化偶联的高活性催化体系。在温和条件下，即使在百万分之一级的钯催化剂存在下，也能以良好至优异的产率生成各种β-取代的γ,δ-不饱和酮。值得注意的是，这也是烯基铝化合物羰基化转化的首个实例。此外，通过添加锌盐，可以改变产物的选择性。