Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization

Here, we report the preparation of lactones via Ni-catalyzed alkene hydroxylarylation and sequential intramolecular lactonization with O2 as a green oxidant and oxygen source. The bulky 1,3-diketone ligand is crucial by enabling Ni-catalyzed hydroxylarylation of alkenes, providing numerous phthalide and furanone derivatives with high efficiency under mild conditions. The synthetic value of this methodology was further demonstrated by the efficient synthesis of typhaphthalide and a monoamine oxidase B inhibitor.

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Publication Details

Journal
Organic Letters
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.orglett.4c03108
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.75

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article

Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization

Daoming Wang, Yong Tang, Yi‐Chen Wu, Peng Wang et al.
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.75
article

Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization

Daoming Wang, Yong Tang, Yi‐Chen Wu, Peng Wang, Yu-Qing He
article en
3 citations

Abstract

Here, we report the preparation of lactones via Ni-catalyzed alkene hydroxylarylation and sequential intramolecular lactonization with O2 as a green oxidant and oxygen source. The bulky 1,3-diketone ligand is crucial by enabling Ni-catalyzed hydroxylarylation of alkenes, providing numerous phthalide and furanone derivatives with high efficiency under mild conditions. The synthetic value of this methodology was further demonstrated by the efficient synthesis of typhaphthalide and a monoamine oxidase B inhibitor.

Organic LettersVol. 26(38)
Hangzhou Normal University (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), University of Chinese Academy of Sciences (CN), East China Normal University (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Program of Shanghai Academic Research Leader
Openalex Percentile: Top 32%
Catalytic C–H Functionalization Methods
0.75
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Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization — Daoming Wang, Yong Tang, et al. · Organic Letters (2024) | TGRS Research Map | TGRS