Issue 91, 2021

Pd-Catalyzed and ligand-enabled alkene difunctionalization via unactivated C–H bond functionalization

Abstract

Palladium-catalyzed and ligand-enabled C–H functionalization methods have emerged as a powerful approach for the preparation of therapeutically important motifs and complex natural products. Olefins, owing to their natural abundance, have been extensively employed for the formation of C–C and C–X bonds and the generation of various heterocycles. Traditionally, activated as well as starting materials with preinstalled functional groups, and also halide substrates under transition metal catalysis, have been employed for olefin difunctionalization. However, strategies for employing unactivated C–H bond functionalization to achieve alkene difunctionalization have rarely been explored. A possible solution to this challenge is the application of bulky ligands which enhances the reductive elimination pathway and inhibits β-hydride elimination to selectively yield difunctionalized alkene products. This feature article summarizes the utilization of unreactive C–H bonds in the Pd-catalyzed and ligand-enabled difunctionalization of alkenes.

Graphical abstract: Pd-Catalyzed and ligand-enabled alkene difunctionalization via unactivated C–H bond functionalization

Article information

Article type
Feature Article
Submitted
11 Mha 2021
Accepted
25 Nhl 2021
First published
25 Nhl 2021

Chem. Commun., 2021,57, 12045-12057

Pd-Catalyzed and ligand-enabled alkene difunctionalization via unactivated C–H bond functionalization

B. D. Barve, Y. Kuo and W. Li, Chem. Commun., 2021, 57, 12045 DOI: 10.1039/D1CC04397H

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