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蓝光诱导铁催化的酮的α-烷基化反应

Blue-Light-Induced Iron-Catalyzed α-Alkylation of Ketones.

作者信息

Abdallah Marie-Samira, Joly Nicolas, Gaillard Sylvain, Poater Albert, Renaud Jean-Luc

机构信息

Normandie Univ., LCMT, ENSICAEN, UNICAEN, CNRS, 6 boulevard du Maréchal Juin, 14000 Caen, France.

Departament de Química, Institut de Química Computacional i Catàlisi (IQCC), University of Girona, c/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia Spain.

出版信息

Org Lett. 2022 Aug 5;24(30):5584-5589. doi: 10.1021/acs.orglett.2c02233. Epub 2022 Jul 27.

Abstract

We report a visible-light-induced iron-catalyzed α-alkylation of ketones. The photocatalytic system is based on the single diaminocyclopentadienone iron tricarbonyl complex. Two catalytic intermediates of this complex are able to harvest light, allowing the synthesis of substituted aromatic and aliphatic ketones at room temperature using the borrowing hydrogen strategy in the presence of various substituted primary alcohols as alkylating reagents. Preliminary mechanistic studies unveil the role of light for both the dehydrogenation and reduction step.

摘要

我们报道了可见光诱导的铁催化酮的α-烷基化反应。该光催化体系基于单二氨基环戊二烯酮三羰基铁配合物。该配合物的两种催化中间体能够捕获光,从而在室温下使用借氢策略,以各种取代的伯醇作为烷基化试剂,实现取代芳香族和脂肪族酮的合成。初步机理研究揭示了光在脱氢和还原步骤中的作用。

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