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Issue 21, 2021
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Cross-coupling reactions with esters, aldehydes, and alcohols

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Abstract

Cross-coupling reactions to form biaryls and π bond addition reactions to prepare substituted carbonyls or alcohols represent two of the most frequently performed families of chemical reactions. Recent progress in catalysis has uncovered substantial overlap between these two seemingly distinct topics. In particular, esters, aldehydes, and alcohols have been shown to act as carbon-based coupling partners in a range of Ni- and Pd-catalyzed reactions to prepare amides, ketones, substituted alcohols, alkanes, and more. These reactions provide promising alternatives to commonly used stoichiometric or multi-step reaction sequences. In this feature article, a selection of these transformations will be discussed with an emphasis on the key mechanistic steps that allow these non-traditional substrates to be incorporated into cross-coupling-like catalytic cycles.

Graphical abstract: Cross-coupling reactions with esters, aldehydes, and alcohols

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Article information


Submitted
29 Dec 2020
Accepted
08 Feb 2021
First published
08 Feb 2021

Chem. Commun., 2021,57, 2591-2604
Article type
Feature Article

Cross-coupling reactions with esters, aldehydes, and alcohols

Y. Zheng and S. G. Newman, Chem. Commun., 2021, 57, 2591
DOI: 10.1039/D0CC08389E

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