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双可见光照镍催化下 CO 对芳基和脂肪族溴化物及三氟甲磺酸酯的羧化反应。

Carboxylation of Aromatic and Aliphatic Bromides and Triflates with CO by Dual Visible-Light-Nickel Catalysis.

机构信息

Institute of Organic Chemistry, Faculty of Chemistry and Pharmacy, University of Regensburg, 93040, Regensburg, Germany.

出版信息

Angew Chem Int Ed Engl. 2017 Oct 16;56(43):13426-13430. doi: 10.1002/anie.201706724. Epub 2017 Sep 18.

Abstract

We report the efficient carboxylation of bromides and triflates with K CO as the source of CO in the presence of an organic photocatalyst in combination with a nickel complex under visible light irradiation at room temperature. The reaction is compatible with a variety of functional groups and has been successfully applied to the synthesis and derivatization of biologically active molecules. In particular, the carboxylation of unactivated cyclic alkyl bromides proceeded well with our protocol, thus extending the scope of this transformation. Spectroscopic and spectroelectrochemical investigations indicated the generation of a Ni species as a catalytic reactive intermediate.

摘要

我们报告了在室温下可见光照射下,使用 K₂CO₃作为 CO 的来源,在有机光催化剂的存在下,与镍配合物结合,高效地将溴化物和三氟甲磺酸酯进行羧化。该反应与多种官能团兼容,并已成功应用于生物活性分子的合成和衍生化。特别是,我们的方案很好地实现了未活化的环状烷基溴化物的羧化,从而扩展了这种转化的范围。光谱和光谱电化学研究表明,生成了 Ni 物种作为催化反应中间体。

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