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Issue 28, 2019
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Potassium tert-butoxide mediated aerobic hydroxylation of arylboronic acids: an application towards the synthesis of (E)-phenoxy acrylates

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Abstract

The first example of potassium tert-butoxide mediated aerobic hydroxylation of arylboronic acids is described. A variety of arylboronic acids bearing both electron donating and withdrawing substituents successfully participated in the reaction and furnished phenols in good yields. This strategy also provides access to one pot synthesis of (E)-3-phenoxy acrylates from arylboronic acids and propiolates. The solvent plays an important role and a binary solvent system comprising CH3CN/THF is found to be the best.

Graphical abstract: Potassium tert-butoxide mediated aerobic hydroxylation of arylboronic acids: an application towards the synthesis of (E)-phenoxy acrylates

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Article information


Submitted
25 Apr 2019
Accepted
12 Jun 2019
First published
12 Jun 2019

New J. Chem., 2019,43, 11065-11068
Article type
Paper

Potassium tert-butoxide mediated aerobic hydroxylation of arylboronic acids: an application towards the synthesis of (E)-phenoxy acrylates

I. Muhammad, M. H. Balakrishnan, M. Sasidharan and S. Mannathan, New J. Chem., 2019, 43, 11065
DOI: 10.1039/C9NJ02121C

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