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带有吸电子基团的酚类的脱氢阳极C-C偶联反应

Dehydrogenative Anodic C-C Coupling of Phenols Bearing Electron-Withdrawing Groups.

作者信息

Röckl Johannes L, Schollmeyer Dieter, Franke Robert, Waldvogel Siegfried R

机构信息

Institute of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz (Germany).

Graduate School Materials Science in Mainz, Germany.

出版信息

Angew Chem Int Ed Engl. 2020 Jan 2;59(1):315-319. doi: 10.1002/anie.201910077. Epub 2019 Nov 19.

Abstract

We herein present a metal-free, electrosynthetic method that enables the direct dehydrogenative coupling reactions of phenols carrying electron-withdrawing groups for the first time. The reactions are easy to conduct and scalable, as they are carried out in undivided cells and obviate the necessity for additional supporting electrolyte. As such, this conversion is efficient, practical, and thereby environmentally friendly, as production of waste is minimized. The method features a broad substrate scope, and a variety of functional groups are tolerated, providing easy access to precursors for novel polydentate ligands and even heterocycles such as dibenzofurans.

摘要

我们在此首次展示了一种无金属的电合成方法,该方法能够实现带有吸电子基团的酚类的直接脱氢偶联反应。这些反应易于进行且可规模化,因为它们是在无隔膜电解池中进行的,无需额外的支持电解质。因此,这种转化是高效、实用的,从而也是环境友好的,因为废物的产生被最小化。该方法具有广泛的底物范围,能耐受多种官能团,为新型多齿配体甚至杂环化合物(如二苯并呋喃)的前体提供了便捷的合成途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5be8/6973026/ae18a0f04152/ANIE-59-315-g001.jpg

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