Issue 41, 2023
From the journal:

Organic & Biomolecular Chemistry

Aluminium-catalysed synthesis of aryl enol ethers from phenols and dimethyl ketals†

Kwihwan Kobayashi, ORCID logo *a   Shingo Komatsuzaki,a   Shun-ya Onozawa,a   Koichiro Masuda ORCID logo *a  and  Shū Kobayashi ORCID logo *ab  

* Corresponding authors

a Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology Central 5, Higashi 1-1-1, Tsukuba, Ibaraki 305-8565, Japan
E-mail: kobayashi-kwihwan@aist.go.jp, koichiro-masuda@aist.go.jp, shu_kobayashi@chem.s.u-tokyo.ac.jp

b Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 111-0033, Japan

Abstract

We report an environmentally friendly, aluminium-catalysed, halide- and transition metal-free method for the synthesis of aryl enol ethers from phenols and dimethyl ketals that involves ketal exchange driven by the removal of methanol. The obtained aryl enol ethers were transformed into the corresponding diaryl ethers by Pd/C-catalysed dehydrogenation or DDQ oxidation.

Graphical abstract: Aluminium-catalysed synthesis of aryl enol ethers from phenols and dimethyl ketals

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Article information

DOI
https://doi.org/10.1039/D3OB01266B
Article type
Communication
Submitted
10 Aug 2023
Accepted
05 Sep 2023
First published
05 Sep 2023

Org. Biomol. Chem., 2023,21, 8259-8262

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Aluminium-catalysed synthesis of aryl enol ethers from phenols and dimethyl ketals

K. Kobayashi, S. Komatsuzaki, S. Onozawa, K. Masuda and S. Kobayashi, Org. Biomol. Chem., 2023, 21, 8259 DOI: 10.1039/D3OB01266B

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