Recent advances in radical addition/divergent cyclization of ynones

Over the past decade, the design of new radical reactions has emerged as an increasingly powerful strategy for constructing complex molecular scaffolds, typically characterized by predictable yet divergent reaction outcomes, a wide range of radical precursors, and various modes of initiation. Notably, radical cascade addition reactions serve as an efficient and practical strategy for constructing cyclic compounds. The scope of intermolecular radical acceptors is usually limited to C-C double or triple bonds. Compared to alkenes, radical addition to alkynes presents greater challenges. The regioselectivity in the radical addition step to internal alkynes can be controlled by adjusting the electronic effects of the substrate. Ynones are classic radical acceptors in organic synthesis, and many types of bio-relevant cyclic compounds could be obtained by cascade radical cyclization reactions. This review summarizes recent research advances in radical addition/cyclization reactions of ynones. We organized the content of this review based on the structures of the products to provide readers with a clearer overview and deeper understanding, hoping that this work will stimulate future research in this field.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01044f
Citations
2
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
1.87
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article

Recent advances in radical addition/divergent cyclization of ynones

Yan Zhang, Ruoyang Xu
2 citations
Organic & Biomolecular Chemistry
Catalytic Alkyne Reactions
1.87
article

Recent advances in radical addition/divergent cyclization of ynones

Yan Zhang, Ruoyang Xu
article en
2 citations

Abstract

Over the past decade, the design of new radical reactions has emerged as an increasingly powerful strategy for constructing complex molecular scaffolds, typically characterized by predictable yet divergent reaction outcomes, a wide range of radical precursors, and various modes of initiation. Notably, radical cascade addition reactions serve as an efficient and practical strategy for constructing cyclic compounds. The scope of intermolecular radical acceptors is usually limited to C-C double or triple bonds. Compared to alkenes, radical addition to alkynes presents greater challenges. The regioselectivity in the radical addition step to internal alkynes can be controlled by adjusting the electronic effects of the substrate. Ynones are classic radical acceptors in organic synthesis, and many types of bio-relevant cyclic compounds could be obtained by cascade radical cyclization reactions. This review summarizes recent research advances in radical addition/cyclization reactions of ynones. We organized the content of this review based on the structures of the products to provide readers with a clearer overview and deeper understanding, hoping that this work will stimulate future research in this field.

Organic & Biomolecular ChemistryVol. 23(34)
Zhejiang A & F University (CN), Zhejiang Normal University (CN), Ministry of Education (PT)
Openalex Percentile: Top 14%
Catalytic Alkyne Reactions
1.87
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Recent advances in radical addition/divergent cyclization of ynones — Yan Zhang, Ruoyang Xu · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS