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酰基氟化物与全氟苯甲酸钾的脱羧交叉偶联反应

Decarboxylative Cross-Coupling of Acyl Fluorides with Potassium Perfluorobenzoates.

作者信息

Fu Liyan, Chen Qiang, Nishihara Yasushi

机构信息

Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.

Research Institute for Interdisciplinary Science, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.

出版信息

Org Lett. 2020 Aug 21;22(16):6388-6393. doi: 10.1021/acs.orglett.0c02215. Epub 2020 Aug 1.

DOI:10.1021/acs.orglett.0c02215
PMID:32806213
Abstract

We report the transition metal-free decarboxylative cross-coupling reactions of acyl fluorides with potassium perfluorobenzoates. Compared with traditional transition metal-catalyzed cross-couplings, this protocol presents an extremely environmentally benign pathway to afford unsymmetrical diaryl ketones. To install perfluorophenyl groups, this method highlights highly selective, inexpensive, and nontoxic conditions. The reaction system tolerates various functional groups in acyl fluorides. Remarkably, all of the starting materials can be prepared from abundant carboxylic acids and the reaction proceeds without any catalysts and additives.

摘要

我们报道了酰氟与全氟苯甲酸钾的无过渡金属脱羧交叉偶联反应。与传统的过渡金属催化交叉偶联相比,该方法提供了一条极其环境友好的途径来制备不对称二芳基酮。为了引入全氟苯基,该方法突出了高选择性、廉价且无毒的条件。反应体系能容忍酰氟中的各种官能团。值得注意的是,所有起始原料都可由丰富的羧酸制备,且反应无需任何催化剂和添加剂即可进行。

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