Issue 12, 2023

Advances in the synthesis of nitrogen-containing heterocyclic compounds by in situ benzyne cycloaddition

Abstract

Nitrogen-containing heterocyclic compounds are prevalent in various natural products, medicines, agrochemicals, and organic functional materials. Among strategies to prepare nitrogen-containing heterocyclic compounds, pathways involving benzyne intermediates are attractive given that they can readily assemble highly diverse heterocyclic compounds in a step-economical manner under transition-metal-free conditions. The synthesis of nitrogen-containing heterocyclic compounds from benzyne intermediates offers an alternative strategy to the conventional metal-catalyzed activation approaches. In the past years, chemists have witnessed the revival of benzyne chemistry, mainly attributed to the wide application of various novel benzyne precursors. The cycloaddition of benzynes is a powerful tool for the synthesis of nitrogen-containing heterocyclic compounds, which can be constructed by [n + 2] cyclization of benzyne intermediates in situ generated from benzyne precursors under mild reaction conditions. This review focuses on the application of cycloaddition reactions involving in situ benzynes in the construction of various nitrogen-containing heterocyclic compounds.

Graphical abstract: Advances in the synthesis of nitrogen-containing heterocyclic compounds by in situ benzyne cycloaddition

Article information

Article type
Review Article
Submitted
19 yan 2023
Accepted
07 mar 2023
First published
13 mar 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 8238-8253

Advances in the synthesis of nitrogen-containing heterocyclic compounds by in situ benzyne cycloaddition

H. Yu and F. Xu, RSC Adv., 2023, 13, 8238 DOI: 10.1039/D3RA00400G

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