Issue 14, 2024

Metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes

Abstract

Metal-catalyzed highly Markovnikov-type selective hydrofunctionalization of terminal alkynes provides a straightforward and atom-economical route to access 1,1-disubstituted alkenes, which have a wide range of applications in organic synthesis. However, the highly Markovnikov-type selective transformations are challenging due to the electronic and steric effects during the addition process. With the development of metal-catalyzed organic synthesis, different metal catalysts have been developed to solve this challenge, especially for platinum group metal catalysts. In this perspective, we review homogeneous metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes according to the classified element types as well as reaction mechanisms. Future avenues for investigation are also presented to help expand this exciting field.

Graphical abstract: Metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes

Article information

Article type
Review Article
Submitted
20 Feb 2024
First published
21 Jun 2024

Chem. Soc. Rev., 2024,53, 7566-7589

Metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes

J. Chen, W. Wei, Z. Li and Z. Lu, Chem. Soc. Rev., 2024, 53, 7566 DOI: 10.1039/D4CS00167B

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