Issue 86, 2021

Photocatalytic functionalizations of alkynes

Abstract

Visible light mediated functionalizations have significantly expanded the scope of alkynes by unraveling new mechanistic pathways and enabling their transformation to diverse structural entities. The photoredox reactions on alkynes rely on their innate capability to generate myriad carbon-centred radicals via single electron transfer (SET), thereby, allowing the introduction of new radical precursors. Moreover, an array of methods have been developed facilitating transformations such as vicinal or gem-difunctionalization, annulation, cycloaddition and oxidative reactions to construct numerous key building blocks of natural and pharmaceutically important molecules. In addition, the introduction of photoredox chemistry has successfully been used to deal with the challenges associated with alkyne functionalization such as stereoselective and regioselective control. This article accounts for several visible light mediated functionalization reactions of alkynes, wherein they have been transformed into α-oxo compounds, β-keto sulfoxides, substituted olefins, N-heterocycles, internal alkynes and sulfur containing compounds. The article has been primarily categorized into various sections based on the reaction type with particular attention being paid to mechanistic details, advancement and future applications.

Graphical abstract: Photocatalytic functionalizations of alkynes

Article information

Article type
Feature Article
Submitted
24 Jūl. 2021
Accepted
13 Sept. 2021
First published
13 Sept. 2021

Chem. Commun., 2021,57, 11285-11300

Photocatalytic functionalizations of alkynes

N. Chalotra, J. Kumar, T. Naqvi and B. A. Shah, Chem. Commun., 2021, 57, 11285 DOI: 10.1039/D1CC04014F

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