Issue 7, 2021

The influence of additives on orthogonal reaction pathways in the Mizoroki–Heck arylation of vinyl ethers

Abstract

The Mizoroki–Heck arylation of electron-rich alkenes such as butyl vinyl ether often results in regioisomeric mixtures of products under typical reaction conditions. To discover new catalytic systems for achieving α-selective arylation, an alternative approach to generating aryl methyl ketones, we have combined microscale high-throughput experimentation with mechanistic studies on a model system. A specific combination of catalyst, solvent, base, and additives was found to be crucial for both activity and selectivity, especially when translating screening hits into preparative-scale synthesis.

Graphical abstract: The influence of additives on orthogonal reaction pathways in the Mizoroki–Heck arylation of vinyl ethers

Supplementary files

Article information

Article type
Paper
Submitted
31 3月 2021
Accepted
29 4月 2021
First published
30 4月 2021

React. Chem. Eng., 2021,6, 1212-1219

The influence of additives on orthogonal reaction pathways in the Mizoroki–Heck arylation of vinyl ethers

J. Becica, O. D. Glaze, D. P. Hruszkewycz, G. E. Dobereiner and D. C. Leitch, React. Chem. Eng., 2021, 6, 1212 DOI: 10.1039/D1RE00124H

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