Recent Advances in Cyclization Reactions of 1,5-Enynones and 1,6-Enynones

Abstract The alkyne functional group and a,ß-unsaturated carbonyl compounds serve as key building blocks for assembling fused aromatic and heterocyclic structures. The placement of these two functional groups at the ortho positions on a benzene ring provides an opportunity to design diverse reactions and access a wide variety of aromatic compounds. By using appropriate catalysts, radical initiators, nucleophiles, or electrochemical circumstances, the selectivity and specificity of the reaction can be precisely controlled, leading to the formation of C–C and C–heteroatom bonds and selective cyclization. Various organic scaffolds, including indenones, benzofurans, naphthoquinones, benzofluorenones, and isochromenes, can be efficiently produced through these transformations. This review provides readers with a detailed understanding of how catalysts and reaction circumstances affect the regioselectivity and stereoselectivity of ynenone reactions, thereby enabling them to choose the best reaction routes.

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Publication Details

Journal
Synlett
Published
2025-11-21
DOI
https://doi.org/10.1055/a-2752-7839
Primary Topic
Cyclization and Aryne Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Recent Advances in Cyclization Reactions of 1,5-Enynones and 1,6-Enynones

Vaezeh Fathi Vavsari, Saideh Rajai‐Daryasarei, Saeed Balalaie, E. Jamshidi
Synlett
Cyclization and Aryne Chemistry
article

Recent Advances in Cyclization Reactions of 1,5-Enynones and 1,6-Enynones

Vaezeh Fathi Vavsari, Saideh Rajai‐Daryasarei, Saeed Balalaie, E. Jamshidi
article en

Abstract

Abstract The alkyne functional group and a,ß-unsaturated carbonyl compounds serve as key building blocks for assembling fused aromatic and heterocyclic structures. The placement of these two functional groups at the ortho positions on a benzene ring provides an opportunity to design diverse reactions and access a wide variety of aromatic compounds. By using appropriate catalysts, radical initiators, nucleophiles, or electrochemical circumstances, the selectivity and specificity of the reaction can be precisely controlled, leading to the formation of C–C and C–heteroatom bonds and selective cyclization. Various organic scaffolds, including indenones, benzofurans, naphthoquinones, benzofluorenones, and isochromenes, can be efficiently produced through these transformations. This review provides readers with a detailed understanding of how catalysts and reaction circumstances affect the regioselectivity and stereoselectivity of ynenone reactions, thereby enabling them to choose the best reaction routes.

Synlett
Islamic Azad University South Tehran Branch (IR), Islamic Azad University North Tehran Branch (IR), University of Tehran (IR), K. N. Toosi University of Technology (IR)
Openalex Percentile: Top 73%
Cyclization and Aryne Chemistry
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Recent Advances in Cyclization Reactions of 1,5-Enynones and 1,6-Enynones — Vaezeh Fathi Vavsari, Saideh Rajai‐Daryasarei, et al. · Synlett (2025) | TGRS Research Map | TGRS