Photoinduced synthesis of trisubstituted allylic molecules <i>via</i> migratory allylation of olefins

A transition-metal-free method to afford diverse trisubstituted allylic molecules <i>via</i> migratory allylation of olefins under light irradiation is described. This system tolerated diverse <i>N</i>-tosylhydrazones and olefinic boronic acids. Successful allylation of drugs and natural-product analogues was achieved. The gram-scale synthesis and subsequent post-transformation demonstrated the potential applications of this strategy.

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Publication Details

Journal
Chemical Communications
Published
2024-12-18
DOI
https://doi.org/10.1039/d4cc05368k
Citations
1
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.25
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article

Photoinduced synthesis of trisubstituted allylic molecules via migratory allylation of olefins

Weijie Wang, Weidong Zhang, Yu Zhang, Mingdong Zhong et al.
1 citations
Chemical Communications
Radical Photochemical Reactions
0.25
article

Photoinduced synthesis of trisubstituted allylic molecules via migratory allylation of olefins

Weijie Wang, Weidong Zhang, Yu Zhang, Mingdong Zhong, Qiannan Li, Dingding Xia, Na Zhang
article en
1 citations

Abstract

A transition-metal-free method to afford diverse trisubstituted allylic molecules <i>via</i> migratory allylation of olefins under light irradiation is described. This system tolerated diverse <i>N</i>-tosylhydrazones and olefinic boronic acids. Successful allylation of drugs and natural-product analogues was achieved. The gram-scale synthesis and subsequent post-transformation demonstrated the potential applications of this strategy.

Chemical CommunicationsVol. 61(8)
Tianjin Normal University (CN), Second Military Medical University (CN), Shanghai University of Traditional Chinese Medicine (CN), Shanghai East Hospital (CN), Henan Normal University (CN)
Openalex Percentile: Top 45%
Radical Photochemical Reactions
0.25
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